4-(2-Phenoxyethoxy)-2-nitroaniline → 1,2-Diamino-4-(2phenoxyethoxy)benzene
Reaction equation
[O:1]([CH2:8][CH2:9][O:10][C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[C:13]([N+:18]([O-])=O)[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[Pd].CO>[NH2:15][C:14]1[CH:16]=[CH:17][C:11]([O:10][CH2:9][CH2:8][O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:12][C:13]=1[NH2:18]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 1.8 g. of 4-(2-phenoxyethoxy)-2-nitroaniline and 0.3 g. of 5% of palladium-on-charcoal catalyst in 200 ml. of methanol is hydrogenated under ambient conditions. After the uptake of hydrogen is complete, the mixture is filtered and 1,2-diamino-4-(2phenoxyethoxy)benzene is isolated from the filtrate by evaporation.