Process for preparing 1-(aminomethyl)cyclohexane acetic acid

There is described a novel process for preparing 1-(aminomethyl)cyclohexaneacetic acid, a drug used as anticonvulsive. To this end, a dialkyl (1-cyanocyclohexyl)malonate is decarbalkoxylated to give the corresponding alkyl (1-cyanocyclohexyl)acetate, then transesterified with a benzyl alcohol and fi...

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Bibliographic Details
Main Authors PREVIDOLI, FELIX, METTLER, HANS PETER
Format Patent
LanguageEnglish
French
German
Published 08.06.1994
Edition5
Subjects
ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
PERFORMING OPERATIONS
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
THEIR RELEVANT APPARATUS
TRANSPORTING
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Summary:There is described a novel process for preparing 1-(aminomethyl)cyclohexaneacetic acid, a drug used as anticonvulsive. To this end, a dialkyl (1-cyanocyclohexyl)malonate is decarbalkoxylated to give the corresponding alkyl (1-cyanocyclohexyl)acetate, then transesterified with a benzyl alcohol and finally hydrogenated to give the end product. Benzyl (1-cyanocyclohexyl)acetates can also be obtained by reacting (1-cyanocyclohexyl)acetonitrile with a benzyl alcohol in the presence of a mineral acid, followed by hydrolysis with water. Alkyl (1-cyanocyclohexyl)acetates can also be obtained by reacting (1-cyanocyclohexyl)acetonitrile with a lower aliphatic alcohol in the presence of a mineral acid, followed by hydrolysis with water.
Bibliography:Application Number: EP19900121827