4-Methoxy-2-phthalimido-3,5,6-trifluoro-1-nitrobenzene → 4-Methoxy-2-phthalimido-3,5,6-trifluoroaniline

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[CH3:1][O:2][C:3]1[C:8]([F:9])=[C:7]([F:10])[C:6]([N+:11]([O-])=O)=[C:5]([N:14]2[C:18](=[O:19])[C:17]3=[CH:20][CH:21]=[CH:22][CH:23]=[C:16]3[C:15]2=[O:24])[C:4]=1[F:25].[H][H]>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[C:8]([F:9])=[C:7]([F:10])[C:6]([NH2:11])=[C:5]([N:14]2[C:18](=[O:19])[C:17]3=[CH:20][CH:21]=[CH:22][CH:23]=[C:16]3[C:15]2=[O:24])[C:4]=1[F:25]

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실험 절차

1.3 g of 5% w/w palladium-on-carbon was added to a solution of 4.2 g (0.012 mole) of 4-methoxy-2-phthalimido-3,5,6-trifluoro-1-nitrobenzene (XXXIV) [prepared as described in Step (F1) above] in 150 ml of acetic acid, and the mixture was agitated vigorously for 1 hour in an atmosphere of hydrogen. At the end of this time, the reaction mixture was filtered, the filtrate was concentrated by evaporation under reduced pressure. and the solid which separated was washed with toluene, to afford 2.93 g of 4-methoxy-2-phthalimido-3,5,6-trifluoroaniline (XXXV) as colorless sandy crystals.