4-tert-butyl-N-(4-nitrophenyl)benzamide → N-(4-aminophenyl)-4-tert-butylbenzamide
Reaction equation
[CH3:1][C:2]([C:5]1[CH:22]=[CH:21][C:8]([C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=2)=[O:10])=[CH:7][CH:6]=1)([CH3:4])[CH3:3]>[Pd]>[NH2:18][C:15]1[CH:16]=[CH:17][C:12]([NH:11][C:9](=[O:10])[C:8]2[CH:21]=[CH:22][C:5]([C:2]([CH3:3])([CH3:1])[CH3:4])=[CH:6][CH:7]=2)=[CH:13][CH:14]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
4.5 g. (0.015 mol) 4-(1,1-Dimethylethyl)-N-(4-nitrophenyl)-benzamide (Example 15 ) are hydrogenated at normal pressure and ambient temperature in the presence of 0.5 g. 10% palladium on charcoal. After 30 minutes, the reaction mixture is filtered and the filtrate is evaporated in a vacuum. The residue is digested with ligroin and filtered off with suction. There are obtained 3.4 g. (85% of theory) of the title compound; m.p. 111°-113° C.
Workup
- customare hydrogenated at normal pressure and ambient temperature in the presence of 0.5 g