Patent ID: 7629494
Filing Date: 2009-12-08
Classification: C07C

Abstract:
1. A process for producing a cyclopropylphenol derivative represented by general formula (10): [wherein R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom, halogen atom, optionally substituted C 1 -C 6 alkyl group (wherein said substituent is a substituent selected from the following substituent group B), optionally substituted C 2 -C 6 alkenyl group (wherein said substituent is a cyano group or nitro group), C 2 -C 6 alkynyl group, optionally substituted C 3 -C 6 cycloalkyl group (wherein said substituent is a substituent selected from the following substituent group C), C 4 -C 10 bicycloalkyl group, cyano group, formyl group, C 2 -C 7 alkylcarbonyl group, optionally substituted benzoyl group (wherein said substituent is a substituent selected from the following substituent group A), carboxyl group, C 2 -C 7 alkoxycarbonyl group, carbamoyl group, di(C 1 -C 6 alkyl)carbamoyl group, optionally substituted phenyl group (wherein said substituent is a substituent selected from the following substituent group A), optionally substituted 3 to 6 membered heterocyclic group (wherein said heterocyclic ring contains one nitrogen atom, oxygen atom or sulfur atom therein, may further contain 1 to 2 nitrogen atoms, may be condensed with a benzene ring, and said substituent is a substituent selected from the following substituent group E), optionally substituted amino group (wherein said substituent is a substituent selected from the following substituent group D), nitro group, hydroxyl group, C 1 -C 6 alkoxy group, C 1 -C 6 haloalkoxy group, (C 1 -C 6 alkoxy)C 1 -C 6 alkoxy group, optionally substituted phenoxy group (wherein said substituent is a hydroxyl group or a pyridazinyloxy group substituted with a halogen atom and/or C 1 -C 6 alkoxy group), optionally substituted 5 to 6 membered heterocyclooxy group (wherein said heterocyclic ring contains one nitrogen atom, oxygen atom or sulfur atom therein, may further contain 1 to 2 nitrogen atoms, and said substituent is a substituent selected from the following substituent group E), optionally substituted C 2 -C 7 alkylcarbonyloxy group (wherein said substituent is a substituent selected from the following substituent group B), optionally substituted C 2 -C 7 alkoxycarbonyloxy group (wherein said substituent is a substituent selected from the following substituent group B), optionally substituted benzoyloxy group (wherein said substituent is a substituent selected from the following substituent group A), optionally substituted phenylsulfonyloxy group (wherein said substituent is a substituent selected from the following substituent group A), C 1 -C 6 alkylthio group, C 1 -C 6 alkylsulfinyl group, C 1 -C 6 alkylsulfonyl group or tri(C 1 -C 6 alkyl)silyl group, or two adjacent R 1 , R 2 , R 3 and R 4 may together with carbon atoms respectively bonded thereto form an optionally substituted 3 to 6 membered cyclic hydrocarbon group (wherein said cyclic hydrocarbon may be interrupted by 1 to 2 same or different heteroatoms selected from the group consisting of a nitrogen atom, oxygen atom and sulfur atom, said substituent is a halogen atom, C 1 -C 6 alkyl group, hydroxy C 1 -C 6 alkyl group, C 1 -C 6 alkoxy group, oxo group, hydroxyimino group or C 1 -C 6 alkoxyimino group, and in the case the cyclic hydrocarbon is substituted with a C 1 -C 6 alkyl group, a new 3-membered ring may be formed by bonding with other C 1 -C 6 alkyl groups or carbon atoms on the ring); Z represents a hydrogen atom, optionally substituted C Y substituent group A is a group consisting of a halogen atom, C substituent group B is a group consisting of a halogen atom, C substituent group C is a group consisting of a halogen atom, optionally substituted C substituent group D is a group consisting of a C substituent group E is a group consisting of a halogen atom, C the process comprising reacting a compound represented by general formula (7): [wherein R 1 , R 2 , R 3 , R 4 , Z, Y 1 , Y 2 and Y 3 are the same as previously defined; X represents a halogen atom; V represents a hydrogen atom or the group, —W—R 5 , wherein R 5 represents a C 1 -C 6 alkyl group, C 1 -C 6 haloalkyl group, C 3 -C 6 cycloalkyl group, C 2 -C 6 alkenyl group, C 2 -C 6 alkynyl group, optionally substituted phenyl group (wherein said substituent is a substituent selected from a halogen atom and C 1 -C 6 alkyl group), C 1 -C 6 alkoxy group or C 1 -C 6 haloalkoxy group; and, W represents a CO, SO or SO 2 group], with a metal, metal salt or organometallic compound represented by general formula (8): to obtain a compound represented by general formula (9): [wherein R 1 , R 2 , R 3 , R 4 , V, Z, Y 1 , Y 2 and Y 3 are the same as previously defined] and obtaining a compound represented by general formula (10) by hydrolysis in the case V represents the group, —W—R 5 .