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

US5756845A · kind A · utility

Assignee

• BASF SE

Inventors

• Guido Voit · Freinsheim, DE
• Tom Witzel · Ludwigshafen, DE
• Boris Breitscheidel · Fulda, DE
• Wolfgang Harder · Weinheim, DE
• Hermann Luyken · Ludwigshafen, DE
• Axel Paul · Lampertheim, DE
• Karl-Heinz Ross · Grünstadt, DE
• Peter Wahl · Ladenburg, DE

Key dates

• Filing date: Feb 28, 1996
• Grant date: May 26, 1998
• Expiry date: Feb 28, 2016

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2601/14
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

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 dia…