# US 5,705,699 A · Preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine

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- Number: US 5,705,699 A
- Document ID: US5705699A
- Status: Granted
- Kind: A
- Application number: 08/395,323
- Filed: 1995-02-28
- Granted: 1998-01-06
- Earliest claimed: 1994-03-04
- Assignees: BASF SE
- Inventors: Tom Witzel; Guido Voit
- Web page: https://patentgrep.com/patent/US5705699A

## CPC

- C07C 211/36: containing at least two amino groups bound to the carbon skeleton
- C07C 209/26: by reduction with hydrogen
- C07C 209/48: by reduction of nitriles
- C07C 209/52: by reduction of imines or imino-ethers (C07C209/24 takes precedence)
- C07C 253/30: by reactions not involving the formation of cyano groups
- C07C 2601/14: The ring being saturated
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

3-Aminomethyl-3,5,5-trimethylcyclohexylamine is prepared by reacting 3-cyano-3,5,5-trimethylcyclohexanone with 3-aminomethyl-3,5,5-trimethylcyclohexylamine and subsequently or simultaneously adding ammonia under a hydrogen pressure of from 50 to 300 bar in the presence of a hydrogenation catalyst at from 20.degree. to 150.degree. C., by a process in which the reaction is carried out without removing the water of reaction.

## Claims

### Claim 1

A process for the preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine which comprises reacting 3-cyano-3,5,5-trimethyl-cyclohexanone (IPN) with 3-aminomethyl-3,5,5-trimethylcyclohexylamine (IPDA) in two sequential steps:
first, in a molar ratio of IPDA:IPN of at least 0.5:1 at an elevated temperature without removing the water of reaction; and
second, adding ammonia and maintaining a hydrogen pressure of from 50 to 300 bar in the presence of a hydrogenation catalyst and at a temperature of from 20.degree. to 150.degree. C.

### Claim 2 (depends on 1)

A process as claimed in claim 1, wherein the molar ratio of IPDA:IPN is from 0.5:1 to 5:1.

### Claim 3 (depends on 1)

A process as claimed in claim 1, wherein ammonia and IPN are reacted in a weight ratio of from 0.1:1 to 10:1.

### Claim 4 (depends on 1)

A process as claimed in claim 1, wherein the hydrogenation catalyst contains at least one element selected from the group consisting of copper and the elements of Group VIII of the Periodic Table of Elements.

### Claim 5 (depends on 4)

A process as claimed in claim 4, wherein said hydrogenation catalyst is selected from the group consisting of Raney cobalt and Raney nickel.

### Claim 6 (depends on 4)

A process as claimed in claim 4, wherein said hydrogenation catalyst consists essentially of a supported or unsupported cobalt catalyst.

### Claim 7 (depends on 1)

A process as claimed in claim 1, wherein the entire reaction is carried out essentially in the absence of any organic solvent.