3-methyl-N-(1-methylethyl)-2-nitrobenzeneacetamide → 2-amino-3-methyl-N-(1-methylethyl)benzeneacetamide
Reaction equation
[CH3:1][C:2]1[C:3]([N+:15]([O-])=O)=[C:4]([CH2:8][C:9]([NH:11][CH:12]([CH3:14])[CH3:13])=[O:10])[CH:5]=[CH:6][CH:7]=1>[Pd].C(O)C>[NH2:15][C:3]1[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:8][C:9]([NH:11][CH:12]([CH3:14])[CH3:13])=[O:10]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To 3-methyl-N-(1-methylethyl)-2-nitrobenzeneacetamide (i.e. the title product of Step A) (0.40 g, 1.7 mmol) and 10% palladium on carbon (0.13 g) was added 20 mL of ethanol. The reaction mixture was placed under a balloon of nitrogen overnight. Then the reaction mixture was filtered through Celite® diatomaceous filter aid. The solvent was removed with a rotary evaporator to afford the title compound as a tan solid (0.29 g).