bluuebunny/crossref_metadata_2025_split huggingface dataset:
Aldehydes from Acid Chlorides by Reduction of Ester‐Mesylates with Sodium Borohydride: Cyclobutanecarboxaldehyde
Authors: Johnson M. Ross , Rickborn Bruce 
Published: November 2003

Abstract

Aldehydes from acid chlorides by reduction of ester‐mesylates with sodium borohydride: cyclobutanecarboxaldehyde

reactant: 37 g. (0.52 mole) of
trans
‐2‐butene oxide

intermediate:
erythro
‐2,3‐butanediol monomesylate

intermediate:
erythro
‐3‐methanesulfonyloxy‐2‐butyl cyclobutanecarboxylate

intermediate: 2‐cyclobutyl‐
cis
‐4‐
trans
‐5‐dimethyl‐1,3‐dioxolane

product: cyclobutanecarboxaldehyde
2‐Diazocycloalkanones: 2‐Diazocyclohexanone
Authors: Regitz Manfred , Rüter Jörn , Liedhegener Annemarie 
Published: November 2003

Abstract

2‐Diazocycloalkanones: 2‐Diazocyclohexanone

reactant: 106 g. (1.05 moles) of triethylamine

product: 2‐diazocyclohexanone
β‐Diketones from Methyl Alkyl Ketones: 3‐
n
‐Butyl‐2,4‐Pentanedione
Authors: Mao Chung‐Ling , Hauser Charles R. 
Published: November 2003

Abstract

β‐Diketones from methyl alkyl ketones: 3‐
n
‐butyl‐2,4‐pentanedione

reactant: 28.6 g. (0.251 mole) of 2‐heptanone

reactant: 51.0 g. (0.500 mole) of acetic anhydride

solvent: 100‐ml. portions of petroleum ether

product: 3‐
n
‐butyl‐2,4‐pentanedione

product: 3‐methyl‐2,4‐pentanedione

product: 3‐ethyl‐2,4‐pentanedione

product: 3‐phenyl‐2,4‐pentanedione

product: 3,3‐dimethyl‐2,4‐pentanedione

product: 2‐acetylcyclohexanone

product: 2‐acetylcyclopentanone

product: 3‐methyl‐2,4‐hexanedione

product: 1,3‐diphenyl‐2,4‐pentanedione

product: benzoylacetone
Esterification of Hindered Alcohols:
tert
‐Butyl
p
‐Toluate
Authors: Crowther G. P. , Kaiser E. M. , Woodruff R. A. , Hauser C. R. 
Published: November 2003

Abstract

Esterification of hindered alcohols:
tert
‐butyl
p
‐toluate

reactant: 5.42 g. (0.0351 mole) of
p
‐toluoyl chloride

product:
tert
‐butyl
p
‐toluate

product:
tert
‐butyl phenylacetate

product: triethylcarbinol ester of
p
‐toluic acid

product: 2,2‐diphenylethanol ester of benzoic acid

product: C
6
H
5
CH
2
CO
2
C(CH
3
)
3

product: C
6
H
5
CO
2
CH
2
CH(C
6
H
5
)
2

product: C
6
H
5
CO
2
C(CH
3
)
3

product: C
6
H
5
CO
2
CCH
3
(C
2
H
5
)
2

product: C
6
H
5
CO
2
C(C
2
H
5
)
3

product: C
6
H
5
CO
2
CH
2
(t‐C
4
H
9
)

product: (CH
3
)
3
CCO
2
C(CH
3
)
3

product: (CH
3
)
3
CCO
2
C(C
2
H
5
)

product: (i‐C
3
H
7
)
2
CHCO
2
C(C
2
H
5
)
3

product: C
6
H
5
CHCHCO
2
C(CH
3
)
3

product: (tC4H9)CH
2
CO
2
C(C
2
H
5
)
3

product: C
6
H
5
CH
2
CH
2
CO
2
C(CH
3
)
3

product: (tC
4
H
9
)
2
CHCO
2
C(C
2
H
5
)
3
6‐Methoxy‐β‐Tetralone
Authors: Sims James J. , Selman L. H. , Cadogan M. 
Published: November 2003

Abstract

6‐Methoxy‐β‐tetralone

reactant: 36.9 g. (0.200 mole) of (4‐methoxyphenyl)acetyl chloride

product: 6‐methoxy‐β‐tetralone

solvent: Matheson, Coleman and Bell dichloromethane

reactant: (4‐methoxyphenyl)acetic acid (Aldrich Chemical Company, Inc., m.p. 85–86.5°)
Metalation of 2‐Methylpyridine Derivatives: Ethyl 6‐Methylpyridine‐2‐Acetate
Authors: Kofron William G. , Baclawski Leona M. 
Published: November 2003

Abstract

Metalation of 2‐Methylpyridine Derivatives: Ethyl 6‐Methylpyridine‐2‐Acetate

reactant: 32.1 g. (0.300 mole) of 2,6‐lutidine

product: ethyl 6‐methylpyridine‐2‐acetate
Oxidation with the Nitrosodisulfonate Radical.
I
. Preparation and use of Disodium Nitrosodisulfonate: Trimethyl‐
p
‐Benzoquinone
Authors: Wehrli Pius A. , Pigott Foster 
Published: November 2003

Abstract

Oxidation with the nitrosodisulfonate radical. I. preparation and use of disodium nitrosodisulfonate: trimethyl‐
p
‐benzoquinone

product:
Disodium nitrosodisulfonate

product:
Trimethyl
‐p‐
benzoquinone

reactant: 2,3,6‐trimethylphenol, purchased from Aldrich Chemical Company, Inc.
Use of Dipotassium Nitrosodisulfonate (Fremy's Salt): 4,5‐Dimethyl‐
o
‐Benzoquinone
Authors: Teuber H.‐J. 
Published: November 2003

Abstract

use of dipotassium nitrosodisulfonate (Fremy's salt): 4,5‐dimethyl‐
o
‐benzoquinone

product: 4,5‐dimethyl‐
o
‐benzoquinone

reactant: 16 g. (0.13 mole) of 3,4‐dimethylphenol
3β‐Acetoxy‐5α‐Cyanocholestan‐7‐One
Authors: Nagata W. , Yoshioka M. 
Published: November 2003

Abstract

3β‐acetoxy‐5α‐cyanocholestan‐7‐one

product: 3β‐Acetoxy‐5α‐cyanocholestan‐7‐one
Reductive Amination with Sodium Cyanoborohydride:
N,N
‐Dimethylcyclohexylamine
Authors: Borch Richard F. 
Published: November 2003

Abstract

Reductive Amination with Sodium Cyanoborohydride:
N,N
‐Dimethylcyclohexylamine

product:
N,N
‐dimethylcyclohexylamine

byproduct: cyclohexanol

product: Cyclohexylamine

product:
N
‐Methylcyclohexylamine

product: α‐Phenylethylamine

product:
N
‐Methylphenethylamine

product:
N
‐Isobutylaniline

product:
N
‐Methylpiperidine
4
H
‐1,4‐Thiazine 1,1‐Dioxide
Authors: Noland Wayland E. , DeMaster Robert D. 
Published: November 2003

Abstract

4
H
‐1,4‐thiazine 1,1‐dioxide

intermediate: cis
and
trans‐2,6‐
Diethoxy
‐1,4‐
oxathiane
4,4‐
dioxide

solvent: 850–950 ml. of boiling heptane

product: 4
H
‐1,4‐thiazine 1,1‐dioxide

solvent: benzene‐petroleum ether

product: 4‐(4‐carboxyphenyl)‐4
H
‐1,4‐thiazine 1,1‐dioxide

product: 2‐nitrophenylacetaldehyde dimethyl acetal

product: bromoacetaldehyde dimethyl acetal

product: malonaldehydic acid diethyl acetal ethyl ester

product: malonaldehyde bis(diethyl acetal)

product: nitroacetaldehyde diethyl acetal
Azetidine
Authors: Wadsworth Donald H. 
Published: November 2003

Abstract

Azetidine

intermediate:
Ethyl
3‐(1‐
azetidinyl)propionate

intermediate: diethyl 3‐
N
‐(3‐hydroxypropyl)iminodipropionate

product: diethyl 3‐
N
‐(3‐chloropropyl)iminodipropionate

product:
Azetidine
tert‐Butoxycarbonyl‐L‐Proline
Authors: Ragnarsson Ulf , Karlsson Sune M. , Sandberg Bengt E. , Larsson Lars‐Eric 
Published: November 2003

Abstracttert‐Butoxycarbonyl‐L‐prolinereactant: 115 g. (1.00 mole) of 1,1,3,3‐tetramethylguanidineproduct:tert‐butoxycarbonyl‐L‐prolineproduct: Boc‐Alaproduct: Boc‐Alaproduct: Boc‐Asnproduct: Boc‐Aspproduct: Boc‐Cys(Bzl)product: Boc‐Cys (Bzl)product: Boc‐Glnproduct: Boc‐Gluproduct: Boc‐Ileproduct: Boc‐Leuproduct: Boc‐Metproduct: Boc‐Pheproduct: Boc‐Pheproduct: Boc‐Pheproduct: Boc‐Pheproduct: Boc‐Pheproduct: Boc‐Proproduct: Boc‐Proproduct: Boc‐Proproduct: Boc‐Thrproduct: Boc‐Val
4,4‐Dimethyl‐2‐Cyclohexen‐1‐One
Authors: Chan Yihlin , Epstein William W. 
Published: November 2003

Abstract

4,4‐Dimethyl‐2‐cyclohexen‐1‐one

reactant: 61.5 g. (0.853 mole) of isobutyraldehyde

reactant: 60.6 g. (0.852 mole) of pyrrolidine

intermediate: 1‐(2‐Methylpropenyl)pyrrolidine (62.6 g., 0.501 mole)

reactant: 42.1 g. (0.601 mole) of methyl vinyl ketone

product: 4,4‐dimethyl‐2‐cyclohexen‐1‐one
A General Synthesis of 4‐Isoxazolecarboxylic Esters: Ethyl 3‐Ethyl‐5‐Methyl‐4‐Isoxazolecarboxylate
Authors: McMurry John E. 
Published: November 2003

Abstract

A general synthesis of 4‐isoxazolecarboxylic esters: ethyl 3‐ethyl‐5‐methyl‐4‐isoxazolecarboxylate

intermediate: ethyl β‐pyrrolidinocrotonate

product: ethyl 3‐ethyl‐5‐methyl‐4‐isoxazolecarboxylate
Aldehydes from 4,4‐Dimethyl‐2‐Oxazoline and
G
rignard Reagents:
o
‐Anisaldehyde
Authors: Brinkmeyer R. S. , Collington E. W. , Meyers A. I. 
Published: November 2003

Abstract

Aldehydes from 4,4‐dimethyl‐2‐oxazoline and grignard reagents:
o
‐anisaldehyde

intermediate: oxazolidine

product:
o
‐anisaldehyde

reactant: 4,4‐dimethyl‐2‐oxazoline

reactant:
N
,4,4‐Trimethyl‐2‐oxazolinium iodide

byproduct: 5–10%
o
‐bromoanisole

product: C
6
H
5
CHO

product: C
6
H
5
CH
2
CHO

product: C
6
H
5
CHCHCHO

product: C
6
H
5
CCCHO

product: 2‐CH
3
OC
6
H
4
CDO
Alkylations of Aldehydes
via
Reaction of the Magnesioenamine Salt of an Aldehyde: 2,2‐Dimethyl‐3‐Phenylpropionaldehyde
Authors: Stork G. , Dowd S. R. 
Published: November 2003

Abstract

Alkylations of aldehydes
via
reaction of the magnesioenamine salt of an aldehyde: 2,2‐dimethyl‐3‐phenylpropionaldehyde

intermediate:
N
‐(2‐methylpropylidene)‐
tert
‐butylamine

product: 2,2‐dimethyl‐3‐phenylpropionaldehyde

byproduct: 2,4‐dinitrophenylhydrazone
Directed Aldol Condensations:
threo
‐4‐Hydroxy‐3‐Phenyl‐2‐Heptanone
Authors: Auerbach Robert A. , Crumrine David S. , Ellison David L. , House Herbert O. 
Published: November 2003

Abstract

Directed aldol condensations:
threo
‐4‐hydroxy‐3‐phenyl‐2‐heptanone

reactant: 250 ml. of anhydrous 1,2‐dimethoxyethane

solvent: 108 g. (100 ml., 1.00 mole) of cold (0°), freshly distilled acetic anhydride

intermediate: 2‐acetoxy‐
trans
‐1‐phenylpropene

catalyst: 0.202 mole of anhydrous zinc chloride

reactant: 14.50 g. (0.2014 mole) of freshly distilled butyraldehyde

product:
threo
‐4‐hydroxy‐3‐phenyl‐2‐heptanone
Fragmentation of α,β‐Epoxyketones to Acetylenic Aldehydes and Ketones: Preparation of 2,3‐Epoxycyclohexanone and its Fragmentation to 5‐Hexynal
Authors: Felix Dorothee , Wintner Claude , Eschenmoser A. 
Published: November 2003

Abstract

Fragmentation of α,β‐epoxyketones to acetylenic aldehydes and ketones: preparation of 2,3‐epoxycyclohexanone and its fragmentation to 5‐hexynal

product: 2,3‐epoxycyclohexanone

reactant: 20 ml. of diethyl phthalate

product: 5‐hexynal
Methyl 2‐Alkynoates from 3‐Alkyl‐2‐Pyrazolin‐5‐ones: Methyl 2‐Hexynoate
Authors: Taylor Edward C. , Robey Roger L. , Johnson David K. , McKillop Alexander 
Published: November 2003

Abstract

Methyl 2‐Alkynoates from 3‐Alkyl‐2‐Pyrazolin‐5‐ones: Methyl 2‐Hexynoate

intermediate: 3‐(1‐propyl)‐2‐pyrazolin‐5‐one

product: methyl 2‐hexynoate
(
S
)‐(−)‐α‐(1‐Naphthyl)Ethylamine
Authors: Mohacsi E. , Leimgruber W. 
Published: November 2003

Abstract

(
S
)‐(−)‐α‐(1‐naphthyl)ethylamine

product: (
S
)‐(−)‐α‐(1‐
Naphthyl)ethylamine

reactant: 58.44 g. (0.1849 mole) of (−)‐2,3:4,6‐di‐
O
‐isopropylidene‐2‐keto‐
L
‐gulonic acid hydrate [(−)‐DAG]

reactant: 34.24 g. (0.2002 mole) of racemic α‐(1‐naphthyl)ethylamine

intermediate: (−)‐amine (−)‐DAG
Sulfide Contraction
via
Alkylative Coupling: 3‐Methyl‐2,4‐Heptanedione
Authors: Loeliger P. , Flückiger E. 
Published: November 2003

Abstract

Sulfide contraction
via
alkylative coupling: 3‐methyl‐2,4‐heptanedione

intermediate: 3‐chloro‐
N,N
‐dimethyl‐1‐propylamine

intermediate: bis(3‐dimethylaminopropyl)phenylphosphine

intermediate: S‐(2‐
Oxobut
‐3‐
yl
)
Butanethioate

reactant: 10.4 g. (0.100 mole) of thiobutyric acid

product: 3‐methyl‐2,4‐heptanedione
ortho‐Alkylation of Anilines: Ethyl 4‐Amino‐3‐Methylbenzoate
Authors: Gassman P. G. , Gruetzmacher G. 
Published: November 2003

Abstractortho‐Alkylation of anilines: ethyl 4‐amino‐3‐methylbenzoatereactant: 16.50 g. (0.1000 mole) of ethyl 4‐aminobenzoate (Benzocaine, )intermediate: ethyl 4‐amino‐3‐(methylthiomethyl)benzoateproduct: ethyl 4‐amino‐3‐methylbenzoate
Alkylation of Isoquinolinesvia2‐Benzoyl‐1,2‐dihydroisoquinaldonitriles: 1‐Benzylisoquinoline
Authors: Uff Barrie C. , Kershaw John R. , Neumeyer John L. 
Published: November 2003

AbstractAlkylation of isoquinolinesvia2‐benzoyl‐1,2‐dihydroisoquinaldonitriles: 1‐Benzylisoquinolineintermediate: 2‐benzoyl‐1,2‐dihydroisoquinaldonitrileproduct: 1‐benzylisoquinolineintermediate: 1‐benzyl‐2‐benzoyl‐1,2‐dihydroisoquinaldonitrile
Conversion of Primary Alcohols to Urethanes
via
the Inner Salt of Methyl (Carboxysulfamoyl)Triethylammonium Hydroxide: Methyl
n
‐Hexylcarbamate
Authors: Burgess Edward M. , Penton Harold R. , Taylor E. Alan , Williams W. Michael 
Published: November 2003

Abstract

Conversion of primary alcohols to urethanes
via
the inner salt of Methyl (Carboxysulfamoyl)Triethylammonium hydroxide: Methyl
n
‐Hexylcarbamate

intermediate: methyl (chlorosulfonyl)carbamate

byproduct: triethylamine hydrochloride

intermediate: methyl (carboxysulfamoyl)triethylammonium hydroxide

product: methyl
n
‐hexylcarbamate
Free‐Radical Alkylation of Quinones: 2‐Phenoxymethyl‐1,4‐Benzoquinone
Authors: Jacobsen Niels 
Published: November 2003

Abstract

Free‐radical alkylation of quinones: 2‐phenoxymethyl‐1,4‐benzoquinone

product: 2‐phenoxymethyl‐1,4‐benzoquinone

reactant: Fluka purum grade benzoquinone

solvent: petroleum ether (b.p. 60°)

product: 2‐tert‐Butyl

product: 2‐Benzyl

product: 2‐(α‐Chloroethyl)

product: 2‐Methoxymethyl

product: 2‐(ω‐Carboxybutyl)

product: 2‐Cyclopropyl‐3‐methyl

product: 2‐Acetoxy‐3‐(γ,γ‐dimethylallyl)
Reductive Cleavage of Allylic Alcohols, Ethers, or Acetates to Olefins: 3‐Methylcyclohexene
Authors: Elphimoff‐Felkin I. , Sarda P. 
Published: November 2003

Abstract

Reductive cleavage of allylic alcohols, ethers, or acetates to olefins: 3‐methylcyclohexene

intermediate: 3‐methyl‐2‐cyclohexen‐1‐ol

reactant: zinc amalgam

product: 3‐methylcyclohexene
2,3,4,5‐Tetrahydropyridine Trimer
Authors: Claxton George P. , Allen Lloyd , Grisar J. Martin 
Published: November 2003

Abstract

2,3,4,5‐Tetrahydropyridine trimer

product: 2,3,4,5‐
Tetrahydropyridine trimer

intermediate: Isotripiperidein

product: β‐ (m.p. 70–73°) tripiperidein

product: α‐Tripiperidein
Acyloin Condensation in which Chlorotrimethylsilane is used as a Trapping Agent: 1,2‐Bis(trimethylsilyloxy)cyclobutene and 2‐Hydroxycyclobutanone
Authors: Bloomfield Jordan J. , Nelke Janice M. 
Published: November 2003

Abstract

Acyloin condensation in which chlorotrimethylsilane is used as a trapping agent: 1,2‐bis(trimethylsilyloxy)cyclobutene and 2‐hydroxycyclobutanone

product: 1,2‐
Bis(trimethylsilyloxy)cyclobutene

product: 2‐hydroxycyclobutanone
Alkylation of Dimedone with a Tricarbonyl(diene)iron Complex: Tricarbonyl[2‐[(2,3,4,5‐η)‐4‐Methoxy‐2,4‐Cyclohexadien‐1‐yl]‐5,5‐Dimethyl‐1,3‐Cyclohexanedione]Iron
Authors: Birch A. J. , Chamberlain K. B. 
Published: November 2003

Abstract

Alkylation of dimedone with a tricarbonyl(diene)iron complex: tricarbonyl[2‐[(2,3,4,5‐η)‐4‐methoxy‐2,4‐cyclohexadien‐1‐yl]‐5,5‐dimethyl‐1,3‐cyclohexanedione]iron

product: Tricarbonyl[2‐[(2,3,4,5‐η)‐4‐Methoxy‐2,4‐Cyclohexadien‐1‐yl]‐5,5‐Dimethyl‐1,3‐Cyclohexanedione]Iron
Biaryls from Simple Arenes
via
Organotellurium Intermediates: 4,4′‐Dimethoxy‐1,1′‐Biphenyl
Authors: Bergman J. , Carlsson R. , Sjöberg B. 
Published: November 2003

Abstract

Biaryls from simple arenes
via
organotellurium intermediates: 4,4′‐dimethoxy‐1,1′‐biphenyl

product: 4,4′‐
Dimethoxy
‐1,1′‐
biphenyl

intermediate: 20.6 g. (0.0497 mole) of bis(4‐methoxyphenyl)tellurium dichloride

product: diphenyltellurium dichloride
Monoalkylation of α,β‐Unsaturated Ketones
via
Metalloenamines: 1‐Butyl‐10‐methyl‐Δ
1(9)
‐2‐octalone
Authors: Stork G. , Benaim J. 
Published: November 2003

Abstract

Monoalkylation of α,β‐unsaturated ketones
via
metalloenamines: 1‐butyl‐10‐methyl‐Δ
1(9)
‐2‐octalone

reactant: 7.4 g. (0.045 mole) of 10‐methyl‐Δ
1(9)
‐2‐octalone

intermediate: 6.12 g. (0.0297 mole) of 10‐methyl‐Δ1(9)‐2‐octalone N,N‐dimethylhydrazone

product: 1‐butyl‐10‐methyl‐Δ1(9)‐2‐octalone
p
‐Tolylsulfonyldiazomethane
Authors: van Leusen A. M. , Strating J. 
Published: November 2003

Abstract

p
‐Tolylsulfonyldiazomethane

intermediate:
Ethyl
N‐(p‐
tolylsulfonylmethyl
)
carbamate

intermediate:
Ethyl
N‐
nitroso
‐N‐(p‐
tolylsulfonylmethyl
)
carbamate

product: p‐
Tolylsulfonyldiazomethane

reactant: Ethyl carbamate (J. T. Baker Chemical Company)

product: chloro‐
p
‐tolylsulfonyl‐
p
‐tolylthiomethane

product:
N
‐hydroxy‐1‐(
p
‐tolysulfonyl)methanimidoyl chloride

product: 1‐(1‐
tert
‐butoxy‐1‐chloromethysulfonyl)‐4‐methylbenzene

product: 1‐(1‐chloro‐1‐ethoxymethylsulfonyl)‐4‐methylbenzene

product: 1‐(4‐methoxyphenylsulfonyl)‐2,2,3,3‐tetramethylcyclopropane

product: (
d,l
)‐1‐(4‐methoxyphenylsulfonyl)‐
trans
‐2,3‐dimethylcyclopropane
3,5,5‐Trimethyl‐2‐(2‐Oxopropyl)‐2‐Cyclohexen‐1‐One
Authors: Valenta Z. , Liu H. J. 
Published: November 2003

Abstract

3,5,5‐Trimethyl‐2‐(2‐oxopropyl)‐2‐cyclohexen‐1‐one

intermediate: 7‐
Acetoxy
‐4,4,6,7‐
tetramethylbicyclo
[4.2.0]
octan
‐2‐
one

intermediate: 7‐
Hydroxy
‐4,4,6,7‐
tetramethylbicyclo
[4.2.0]
octan
‐2‐
one

product: 3,5,5‐
Trimethyl
‐2‐(2‐
oxopropyl
)‐2‐
cyclohexen
‐1‐
one

reactant: Isophorone obtained from M C and B Manufacturing Chemists
Allylically Transposed Amines from Allylic Alcohols: 3,7‐Dimethyl‐1,6‐Octadien‐3‐Amine
Authors: Clizbe Lane A. , Overman Larry E. 
Published: November 2003

Abstract

Allylically transposed amines from allylic alcohols: 3,7‐dimethyl‐1,6‐octadien‐3‐amine

intermediate:
Geraniol trichloroacetimidate
(1)

intermediate: 3,7‐
Dimethyl
‐3‐
trichloroacetamido
‐1,6‐
octadiene
(2)

solvent: 300 ml. of xylene

product: 3,7‐
Dimethyl
‐1,6‐
octadien
‐3‐
amine
(3)

product: 3‐Trichloroacetamido‐1‐hexene

product: 3‐Phenyl‐3‐trichloroacetamido‐1‐propene

product: (
E
)‐1‐Trichloroacetamido‐2‐heptene

product: 3‐Trichloroacetamido‐1‐cyclohexene

product: 3,7‐Dimethyl‐1‐trichloroacetamido‐2,6‐octadiene

product: 3,5,5‐Trimethyl‐3‐trichloroacetamido‐1‐cyclohexene

product: 3‐(4,4‐Ethylenedioxybutyl)‐3‐trichloroacetamido‐1‐cyclohexene
cis
‐Dichloroalkanes from Epoxides:
cis
‐1,2‐Dichlorocyclohexane
Authors: Oliver James E. , Sonnet Philip E. 
Published: November 2003

Abstract

cis
‐Dichloroalkanes from epoxides:
cis
‐1,2‐dichlorocyclohexane

product:
cis
‐1,2‐dichlorocyclohexane
Sulfide Synthesis in Preparation of Dialkyl and Alkyl Aryl Sulfides: Neopentyl Phenyl Sulfide
Authors: Landini D. , Rolla F. 
Published: November 2003

Abstract

Sulfide synthesis in preparation of dialkyl and alkyl aryl sulfides: neopentyl phenyl sulfide

catalyst: 1.67 g. (0.00329 mole) of tributylhexadecylphosphonium bromide

product: neopentyl phenyl sulfide
2‐Trimethylsilyloxy‐1,3‐Butadiene as a Reactive Diene: Diethyl
trans
‐4‐Trimethylsilyloxy‐4‐Cyclohexene‐1,2‐Dicarboxylate
Authors: Jung Michael E. , McCombs Charles A. 
Published: November 2003

Abstract

2‐Trimethylsilyloxy‐1,3‐butadiene as a reactive diene: diethyl
trans
‐4‐trimethylsilyloxy‐4‐cyclohexene‐1,2‐dicarboxylate

intermediate: 2‐
Trimethylsilyloxy
‐1,3‐
butadiene
(1)

product:
Diethyl
trans‐4‐
trimethylsilyloxy
‐4‐
cyclohexene
‐1,2‐
dicarboxylate
(2)
Cleavage of Methyl Ethers with Iodotrimethylsilane: Cyclohexanol from Cyclohexyl Methyl Ether
Authors: Jung Michael E. , Lyster Mark A. 
Published: November 2003

Abstract

Cleavage of methyl ethers with iodotrimethylsilane: cyclohexanol from cyclohexyl methyl ether

reactant: 16.2 g. (0.100 mole) of hexamethyldisiloxane

intermediate: iodotrimethylsilane

reactant: 1.722 g. (0.01524 mole) of cyclohexyl methyl ether

product: cyclohexanol
Cyanide‐Catalyzed Conjugate Addition of Aryl Aldehydes: 4‐oxo‐4‐(3‐Pyridyl)Butyronitrile
Authors: Stetter H. , Kuhlmann H. , Lorenz G. 
Published: November 2003

AbstractCyanide‐Catalyzed Conjugate Addition of Aryl Aldehydes: 4‐OXO‐4‐(3‐PYRIDYL)BUTYRONITRILEreactant: 107.1 g. (1.001 mole) of 3‐pyridinecarboxaldehydeproduct: 4‐oxo‐4‐(3‐pyridyl)butyronitrileproduct: R1 = C6H5, R2 = R3 = Hproduct: R1 = C6H5, R2 = H, R3 = CH3product: R1 = C6H5, R2 = CH3, R3 = Hproduct: R1 = R2 = C6H5, R3 = Hproduct: R1 = 4‐ClC6H4, R2 = R3 = H
One‐Carbon Ring Expansion of Cycloalkanones to Conjugated Cycloalkenones: 2‐Cyclohepten‐1‐One
Authors: Ito Yoshihiko , Fujii Shotaro , Nakatuska Masashi , Kawamoto Fumio , Saegusa Takeo 
Published: November 2003

Abstract

One‐carbon ring expansion of cycloalkanones to conjugated cycloalkenones: 2‐cyclohepten‐1‐one

intermediate: 1‐trimethylsilyloxycyclohexene

reactant: 18.5 g. (0.146 mole) of diethylzinc

reactant: 40.2 g. (0.150 mole) of diiodomethane

intermediate: 1‐trimethylsilyloxybicyclo[4.1.0]heptane

product: 2‐cyclohepten‐1‐one

byproduct: 3‐chlorocycloheptanone
Rearrangement of Bridgehead Alcohols to Polycyclic Ketones by Fragmentation‐Cyclization: 4‐Protoadamantanone (Tricyclo‐[4.3.1.0
3,8
]Decan‐4‐One)
Authors: Majerski Zdenko , Hameršak Zdenko 
Published: November 2003

Abstract

Rearrangement of bridgehead alcohols to polycyclic ketones by fragmentation‐cyclization: 4‐protoadamantanone (tricyclo‐[4.3.1.0
3,8
]decan‐4‐one)

intermediate: endo‐7‐
Iodomethylbicyclo
[3.3.1]
nonan
‐3‐
one

product: 4‐protoadamantanone
Thiazoles from Ethyl Isocyanoacetate and Thiono Esters: Ethyl Thiazole‐4‐Carboxylate
Authors: Hartman G. D. , Weinstock L. M. 
Published: November 2003

AbstractThiazoles from ethyl isocyanoacetate and thiono esters: ethyl thiazole‐4‐carboxylateintermediate:N‐formylglycine ethyl esterintermediate: ethyl isocyanoacetateintermediate:O‐ethyl thioformateproduct: ethyl thiazole‐4‐carboxylatebyproduct: ethyl formate
Trichloromethyl Chloroformate as a Phosgene Equivalent: 3‐Isocyanatopropanoyl Chloride
Authors: Kurita Keisuke , Iwakura Yoshio 
Published: November 2003

Abstract

Trichloromethyl chloroformate as a phosgene equivalent: 3‐isocyanatopropanoyl chloride

intermediate:
Trichloromethyl chloroformate

product: 3‐
Isocyanatopropanoyl chloride

reactant: 3‐aminopropanoic acid hydrochloride
Carboxylic Acids from the Oxidation of Terminal Alkenes by Permanganate: Nonadecanoic Acid
Authors: Lee Donald G. , Lamb Shannon E. , Chang Victor S. 
Published: November 2003

Abstract

Carboxylic acids from the oxidation of terminal alkenes by permanganate: nonadecanoic acid

product: nonadecanoic acid

product: Heneicosanoic acid

product: Nonadecanoic acid

product: Heptadecanoic acid

product: Pentadecanoic acid

product: Tridecanoic acid

product: Nonanoic acid

product: Heptanoic acid

product: Benzoic acid
Imidazole‐2‐Carboxaldehyde
Authors: Bastiaansen Leonard A. M. , Lier Pieter M. Van , Godefroi Erik F. 
Published: November 2003

Abstract

Imidazole‐2‐carboxaldehyde

intermediate: 150 g (0.335 mol) of dry, unrecrystallized 1‐benzoyl‐2‐(1,3‐dibenzoyl‐4‐imidazolin‐2‐yl) imidazole

intermediate: 38.0 g (0.10 mol) of dry, unrecrystallized 2‐(1,3‐dibenzoyl‐4‐imidazolin‐2‐yl)imidazole hydrochloride

intermediate: 19.1 g (0.05 mol) of dry, unrecrystallized 2‐(1,3‐dibenzoylimidazolidin‐2‐yl) imidazole hydrochloride in 200 mL of concentrated hydrochloric acid

product: imidazole‐2‐carboxaldehyde
(R,S)‐Mevalonolactone‐2‐13C
Authors: Tanabe Masato , Peters Richard H. 
Published: November 2003

Abstract(R,S)‐Mevalonolactone‐2‐13Creactant: 4.40 g (0.050 mol) of 4‐hydroxy‐2‐butanonecatalyst: 13.9 g (0.060 mol) of freshly prepared silver oxidereactant: 12.0 g (0.070 mol) of benzyl bromideintermediate: 4‐benzyloxy‐2‐butanonereactant: 0.439 g (0.00720 mol) of acetic acid‐2‐13Cintermediate: 0.519 g (0.00217 mol) of 5‐benzyloxy‐3‐hydroxy‐3‐methylpentanoic acid‐2‐13Cproduct: mevalonolactone‐2‐13C
Acid Chlorides from α‐Keto Acids with α,α‐Dichloromethyl Methyl Ether: Pyruvoyl Chloride
Authors: Ottenheijm Harry C. J. , Tijhuis Marianne W. 
Published: November 2003

Abstract

Acid chlorides from α‐keto acids with α,α‐dichloromethyl methyl ether: Pyruvoyl chloride

reactant: 35.2 g (28.6 mL, 0.40 mol) of pyruvic acid

reactant: 46.4 g (36.1 mL, 0.40 mol) of α,α‐dichloromethyl methyl ether

byproduct: methyl formate

product: pyruvoyl chloride

product: 2‐oxobutanoyl chloride

product: 3‐methyl‐2‐oxobutanoyl chloride

product: phenylglyoxylyl chloride
Aliphatic and Aromatic β‐Keto Esters from Monoethyl Malonate: Ethyl 2‐butyrylacetate
Authors: Wierenga W. , Skulnick H. I. 
Published: November 2003

AbstractAliphatic and aromatic β‐keto esters from monoethyl malonate: ethyl 2‐butyrylacetateproduct: ethyl 2‐butyrylacetate
Preparation of
O
‐Esters from the Corresponding Thiol Esters:
tert
‐Butyl Cyclohexanecarboxylate
Authors: Chan Wan Kit , Masamune S. , Spessard Gary O. 
Published: November 2003

Abstract

Preparation of
O
‐Esters from the corresponding thiol esters:
tert
‐butyl cyclohexanecarboxylate

product: tert‐butyl cyclohexanecarboxylate

unknown: C‐C6H11

unknown: (CH3)3C

unknown: (E)CH3CHCH

unknown: (Z)CH3CO2C(CH3)CH
Mercaptans from Thioketals: Cyclododecyl Mercaptan
Authors: Wilson S. R. , Georgiadis G. M. 
Published: November 2003

AbstractMercaptans from thioketals: cyclododecyl mercaptanreactant: 46.5 g (0.26 mol) of cyclododecanoneintermediate: 25.8 g (0.10 mol) of 1,4‐dithiaspiro[4.11]hexadecaneproduct: cyclododecyl mercaptanreactant: 4‐tert‐Butylcyclohexanonereactant: 2‐Adamantanonereactant: 4‐Heptanonereactant: Acetophenonereactant: Cyclohexanonereactant: Estronereactant: Pregnenolonereactant: Undecan‐5‐one
1,3‐Oxazepines via Photoisomerization of Heteroaromatic
N
‐Oxides: 3,1‐Benzoxazepine
Authors: Albini Angelo , Bettinetti Gian Franco , Minoli Giovanna 
Published: November 2003

Abstract

1,3‐Oxazepines via photoisomerization of heteroaromatic
N
‐oxides: 3,1‐benzoxazepine

product: 3,1‐benzoxazepine

byproduct: carbostyril, that is, 2(1H)‐quinolinone