[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[C:12]1[C:17]([N+:18]([O-])=O)=[CH:16][CH:15]=[C:14]([CH3:21])[C:13]=1[CH3:22]>CO.[Pd]>[CH3:8][C:7]1[C:2]([CH3:1])=[C:3]([C:12]2[C:17]([NH2:18])=[CH:16][CH:15]=[C:14]([CH3:21])[C:13]=2[CH3:22])[C:4]([NH2:9])=[CH:5][CH:6]=13.0 g (10 mmol) of the compound (34) and 500 mg (5 mol %) of 10% Pd/C were added to 50 ml of a methanol solvent and were stirred for 12 hours under hydrogen atmosphere. After the completion of the reaction, solid matter was removed by filtration and thereafter, the resultant was purified by column chromatography (ethyl acetate:hexane=1:5) to obtain 2.4 g (10 mmol) of 5,6,5′,6′-tetramethylbiphenyl-2,2′-diamine (35) (yield was 100%).
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