3-(Dimethylaminomethyl)benzonitrile → 1-(3-(Aminomethyl)phenyl)-N,N-dimethylmethanamine
Reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#[N:9])[CH3:3]>N.[Ni]>[CH3:3][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8][NH2:9])[CH3:1]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
7.00 g (34.95 mmol) 3-dimethylaminomethyl-benzonitrile are placed in 100 ml of methanolic ammonia solution and hydrogenated with 1.40 g Raney nickel at ambient temperature under a pressure of 3 bar. The catalyst is suction filtered, the filtrate is evaporated down. The residue is purified by chromatography.
Workup
- filtrationfiltered
- customthe filtrate is evaporated down
- customThe residue is purified by chromatography
Sources & evidence
- ORD record
- ord-cc3e026be93e4d69bbb85eddd8afeb61
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08354418B2
Reaction notes
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