Production of Guaiacol Ether.
Year: 1890

page_text: Date of Application, 8th Apr., 1890
Complete Specification Left, 23rd Dec., 1890-Accepted, 24th Jan., 1891
INOVIDIUNAL DILUIFICATION.
[Communicated from abroad by THE FARBWERKE VORMALS MEISTER LUCIUS and
BRUNING, of Hoechst-am-Maine, in the German Empire.]
Production of Guaiacol Ether.
I, OLIVER IMRAY, of No. 28, Southampton Buildings, Chancery Lane, in the County
of London, Fellow of the Institute of Patent Agents, do hereby declare the nature of
this invention to be as follows:-
A great objection to the employment of guaiacol for medical purposes is its
disagreeable taste and its locally irritating action when it is in a concentrated state.
According to a communication by Doctor T. Bongartz this objection is removed
when the guaiacol is converted into the corresponding benzoic ether and this is
substituted for the guaiacol itself.
This ether which for medical purposes may be named "Phthiosot" or "Benzosol"
is prepared in the following manner:
The crude guaiacol having a boiling point from 200° to 205° C, as it is obtained by
fractional distillation from wood tar, is converted into its salt, preferably its potassium
salt, which is purified by recrystallisation from alcohol.
Other salts, such as guaiacol forms with alkaline earths, may be used in this manner
for the separation of impurities soluble in alcohol.
The salt obtained in a pure state in this way is heated with a suitable proportion
of benzoyl-chloride on a water bath and the benzoyl-compound thus formed is
recrystallised from alcohol.
The guaiacol might be used directly to produce the benzoic ether, by heating it with
benzoyl-chloride or benzoic anhydride, but this method is less advantageous than that
above described.
Phthiosot is nearly insoluble in water, and is with difficulty soluble in glacial acetic
acid, but it is readily soluble in chloroform and ether, also in hot alcohol. It is in
form of small colourless crystals having a melting point 50° C., and in a pure state it
is nearly without smell and taste.
1800
ABEL & IMRAY,
Agents for the Applicant:
COMPLETE SPECIFICATION.
Production of Guaiacol Ether.
I, OLIVER IMRAY, of No. 28, Southampton Buildings, Chancery Lane, in the County
of London, Fellow of the Institute of Patent Agents, do hereby declare the nature of
this invention and in what manner the same is to be performed to be particularly
described and ascertained in and by the following statement :-
A great objection to the employment of guaiacol for medical purposes is its
disagreeable taste and its locally irritating action when it is in a concentrated state.
According to a communication by Doctor T. Bongartz this objection is removed
when the guaiacol is converted into the corresponding benzoic ether and this is
substituted for the guaiacol itself.
This ether which for medical purposes may be named "Phthiosot" or "Benzosol"
is prepared in the following manner :
The crude guaiacol having a boiling point from 200° to 205° C., as it is obtained by
fractional distillation from wood tar, is converted into its salt, preferably its potassium
salt, which is purified by recrystallisation from alcohol.
Price Adl

page_text: Other salts, such as guaiacol forms with alkaline earths, may be used in this manner
for the separation of impurities soluble in alcohol.
The salt obtained in a pure state in this way is heated with a suitable proportion
of benzoyl-chloride on a water bath and the benzoyl-compound thus formed is
recrystallized from alcohol.
The guaiacol might be used directly to produce the benzoic ether, by heating it
with benzoyl-chloride or benzoic anhydride, but this method is less advantageous than
that above described.
Phthiosot is nearly insoluble in water, and is with difficulty soluble in glacial acetic
acid, but it is readily soluble in chloroform and ether, also in hot alcohol. It is in form
of small colourless crystals having a melting point 50° C. and in a pure state it is
nearly without smell and taste.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed, I declare that what
I claim is
1. The production of guaiacol ether by heating guaiacol or one of its salts with
benzoyl-chloride or benzoic anhydride, substantially as described.
2. The guaiacol ether produced as above set forth.
Dated this 23rd day of December 1890.
ABEL & IMRAY,
Agents for the Applicant.