2-(2-Methyl-2-nitropropyl)naphthalene → alpha,alpha-Dimethyl-2-naphthaleneethanamine
Reaction equation
[CH3:1][C:2]([N+:15]([O-])=O)([CH3:14])[CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=1>[Ni].C(O)C>[CH3:14][C:2]([NH2:15])([CH3:1])[CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Raney nickel W2 (200 mg) was suspended in ethanol (10 ml), to the suspension was added 2-(2-methyl-2-nitropropyl)naphthalene (134 mg) obtained in Step 5, and hydrogenation was performed at a pressure of 3.5 atom for 12 hr. The reaction mixture was filtered through Celite and concentrated under reduced pressure. The obtained residue was subjected to crystallization from ethyl acetate to give the title compound (70 mg).