1-Phenylcyclohexanecarbonitrile → Cyclohexanemethylamine, 1-phenyl-

HRID 845124Notes

Reaction equation

HRID 845124 reaction equation
[C:1]1([C:7]2([C:13]#[N:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[Ni]>[C:1]1([C:7]2([CH2:13][NH2:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 751481-Phenylcyclohexanecarbonitrile

Product 1

HCID 205110Cyclohexanemethylamine, 1-phenyl-

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1-Phenylcyclohexane carbonitrile is reduced with H2 in methanol containing 16% ammonia with a Raney nickel catalyst. The catalyst is filtered off and (1-phenylcyclohexyl)methylamine is precipitated as its hydrochloride salt m.p. 230°-33° C., by treatment with methanolic HCl and isopropyl ether.

Workup

  1. filtrationThe catalyst is filtered off
  2. custom(1-phenylcyclohexyl)methylamine is precipitated as its hydrochloride salt m.p. 230°-33° C., by treatment with methanolic HCl and isopropyl ether

Sources & evidence

ORD record
ord-22684cdcfb2a427dbdacba43284a77b9
Source dataset
uspto-grants-1988_07
Patent number
US04755594

Reaction notes

Loading…