2-(3-Benzyloxy-4-nitrophenyl)ethylamine, hydrochloride → 2-(4-Amino-3-benzyloxyphenyl)ethylamine, Hydrochloride
Reaction equation
[ClH:1].[CH2:2]([O:9][C:10]1[CH:11]=[C:12]([CH2:19][CH2:20][NH2:21])[CH:13]=[CH:14][C:15]=1[N+:16]([O-])=O)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>[Ni].CO>[ClH:1].[NH2:16][C:15]1[CH:14]=[CH:13][C:12]([CH2:19][CH2:20][NH2:21])=[CH:11][C:10]=1[O:9][CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
In the presence of Raney nickel, 3.2 g of 2-(3-benzyloxy-4-nitrophenyl)ethylamine, hydrochloride, is hydrogenated in 50 ml of methanol, thus producing, after recrystallizing the product from ethanol, 1.36 g of 2-(4-amino-3-benzyloxyphenyl)ethylamine, hydrochloride, mp 181°-184° C.