N,N-Diethyl-2-(trifluoromethoxy)-4-vinylbenzamide → N,N-diethyl-4-ethyl-2-(trifluoromethoxy)benzamide

反応式

[CH2:1]([N:3]([CH2:19][CH3:20])[C:4](=[O:18])[C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH2:12])=[CH:7][C:6]=1[O:13][C:14]([F:17])([F:16])[F:15])[CH3:2].[H][H]>[Pd].CO>[CH2:19]([N:3]([CH2:1][CH3:2])[C:4](=[O:18])[C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH3:12])=[CH:7][C:6]=1[O:13][C:14]([F:16])([F:15])[F:17])[CH3:20]

参加物

実験手順

To a stirring degassed solution of N,N-diethyl-4-ethenyl-2-(trifluoromethoxy)benzamide (1783 mg, 6.2 mmol) and 10% palladium on carbon (50 mg) in MeOH (30 mL) was added hydrogen (1 atm). The reaction was stirred for 1 h and then filtered. The filtrate was conc. in vacuo to a colorless oil. The oil was purified by flash chromatography (SiO2, 0-50% EtOAc in hexanes) to give 1489 mg of the desired product as a colorless oil. MS (ESI) 290 (M+H).