Process for the preparation of trans 4-amino-cyclohexyl...

C - Chemistry – Metallurgy – 07 – C

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C07C 227/04 (2006.01) C07C 227/16 (2006.01) C07C 227/18 (2006.01) C07C 229/46 (2006.01)

Patent

CA 2743921

The invention relates to a process for the preparation of trans 4-amino- cyclohexil ethyl acetate HC1 wherein d) hydrogenating 4-nitrophenyl acetic acid in a protic solvent at a temperature between 40-500C in the presence of Pd/C under 0.1-0.6 bar overpressure, and e) further hydrogenating the 4-aminophenyl acetic acid obtained in situ in step a) at a temperature between 50-60 0C under 1-4 bar overpressures, then f) heating to reflux the 4- aminocyclohexil acetic acid obtained in step b) for 1-3 hours in hydrochloric ethanol, and if desired after removing the solvent acetonitrile was added to the residue obtained and distilled off.

Cette invention concerne un procédé de préparation d'un HCl d'acétate d'éthyle d'acide trans-4-amino-cyclohexyl acétique, ledit procédé comprenant les étapes consistant à : d) hydrogéner l'acide 4-nitrophényl acétique dans un solvant protique à une température comprise entre 40 et 50 °C en présence de Pd/C à une surpression de 0,1 à 0,6 bar, et e) hydrogéner ensuite l'acide 4-aminophényl acétique obtenu in situ à l'étape a) à une température comprise entre 50 et 60 °C à des surpressions de 1 à 4 bar, puis f) chauffer à reflux l'acide 4-aminocyclohexyl acétique obtenu à l'étape b) pendant 1 à 3 heures dans de l'éthanol chlorhydrique, et si souhaité, après élimination du solvant, ajouter de l'acétonitrile au résidu obtenu et opérer la séparation par distillation.

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