1-Fluoro-5-(3-fluorophenyl)-2-methyl-3-nitro-benzene → 3-Fluoro-5-(3-fluorophenyl)-2-methyl-aniline
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[CH:9]=2)[CH:5]=[C:4]([N+:15]([O-])=O)[C:3]=1[CH3:18]>CCO.[Pd]>[F:1][C:2]1[C:3]([CH3:18])=[C:4]([CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([F:14])[CH:9]=2)[CH:7]=1)[NH2:15]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 1-fluoro-5-(3-fluorophenyl)-2-methyl-3-nitro-benzene (4.0 g, 16.0 mmol, 1.0 eq) in EtOH (80 mL) was added to Pd/C (10%, 0.8 g) and the mixture stirred under hydrogen for 48 h. The catalyst was removed by filtration through celite and the compound purified by silica gel chromatography (petroleum ether:EtOAc, 20:1 to 10:1) to give the title compound as a white solid (1.54 g, 44%).