3-(tert-Butyl)benzonitrile → (3-(tert-Butyl)phenyl)methanamine
Reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#[N:9])([CH3:4])([CH3:3])[CH3:2]>CO.[OH-].[NH4+].[Ni]>[C:1]([C:5]1[CH:6]=[C:7]([CH2:8][NH2:9])[CH:10]=[CH:11][CH:12]=1)([CH3:4])([CH3:2])[CH3:3]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
To 3-tert-butylbenzonitrile (400 mg) in MeOH (5 mL), aqueous ammonium hydroxide (1 mL) and Raney Nickel (catalytic) were added and the reaction mixture was hydrogenated at 50 psi for 2 h. Then the reaction mixture was filtered and solvent evaporated. (3-tert-butylphenyl)methanamine was used without any purification.
Workup
- filtrationThen the reaction mixture was filtered
- customsolvent evaporated
- custom(3-tert-butylphenyl)methanamine was used without any purification
Sources & evidence
- ORD record
- ord-bbc72d039ee94c15a853aef909dfd47b
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08299267B2
Reaction notes
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