Preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine

Details Preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine Preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine

1996-02-28

1998-05-26

Burn, Brian M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564446, C07C20948

Patent

active

057568456

ABSTRACT:
A process for the preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine from 3-cyano-3,5,5-trimethylcyclohexanone which requires three spatially separated reaction spaces, in order to carry out the following three steps in sequence:
a) reacting the 3-cyano-3,5,5-trimethylcyclohexanone with excess ammonia on acidic metal-oxide catalysts in a first reaction space at from 20.degree. to 150.degree. C. and from 50 to 300 bar,
b) hydrogenating the resultant reaction products using hydrogen in a second reaction space in the presence of excess ammonia and preferably liquid ammonia on hydrogenation catalysts, optionally using basic components or on neutral or basic supports at from 50.degree. to 100.degree. C. and at from 50 to 300 bar, and
c) hydrogenating the resultant reaction products in the presence of hydrogen and also ammonia in a third reaction space on hydrogenation catalysts, optionally using basic components or on neutral or basic supports at from 110.degree. to 160.degree. C. and at from 150 to 300 bar.
These three steps in sequence provide a substantially complete reaction of the original 3-cyano-3,3,5-trimethylcyclohexanone reactant with a yield of 96% of the desired diamino product in which the cis-content of the diamine is 70%.

REFERENCES:
patent: 5371292 (1994-12-01), Merger et al.
patent: 5583260 (1996-12-01), Haas et al.

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