Preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine having a cis/trans isomer ratio of at least 70:30

US6022999A · kind A · utility

Assignee

• BASF SE

Inventors

• Guido Voit · Freinsheim, DE
• Tom Witzel · Ludwigshafen, DE
• Boris Breitscheidel · Fulda, DE
• Hermann Luyken · Ludwigshafen, DE
• Karl-Heinz Ross · Grünstadt, DE
• Peter Wahl · Ladenburg, DE

Key dates

• Filing date: Dec 9, 1998
• Grant date: Feb 8, 2000
• Expiry date: Dec 9, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C209/52
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process for the preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine having a cis/trans isomer ratio of at least 70:30 by PA1 a) imination of 3-cyano-3,5,5-trimethylcyclohexanone with ammonia in the presence of an imination catalyst at temperatures of from 20.degree. to 150.degree. C. and pressures of from 1.5 to 30 MPa to form 3-cyano-3,5,5-trimethylcyclo-hexanone imine followed by PA1 b) hydrogenation of the 3-cyano-3,5,5-trimethylcyclohexanone imine in the presence of ammonia over a catalyst containing copper and/or a Group VIII metal at a temperature of from 80.degree. to 160.degree. C. and under a pressure of from 5 to 30 MPa, wherein the catalytic hydrogenation of the 3-cyano-3,5,5-trimethylcyclohexanone imine is carried out in the presence of an acid used in an amount such as to give an acid number of from 0.1 to 2, based on 3-cyano-3,5,5-trimethylcyclohexanone used.