반응 #53576

반응 방정식

2-fluoro-4-(4-trifluoromethylphenyl)benzonitrile

sodium methyl mercaptan

→

2-methylthio-4-(4-trifluoromethylphenyl)benzonitrile

수율 75.4%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   추출extracted with 100 ml of ethyl acetate twice
2. 2
   세척The ethyl acetate layer was washed with 100 ml of water twice
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   workup.DISTILLATIONthe ethyl acetate was distilled off under reduced pressure
5. 5
   기타Purification of the residue by silica gel column chromatography

실험 절차

To 3.0 g (11.3 mmol) of 2-fluoro-4-(4-trifluoromethylphenyl)benzonitrile in 50 ml of N,N-dimethylformamide, 7.0 g (15.0 mmol) of 15% aqueous sodium methyl mercaptan was added dropwise at room temperature. After 6 hours of stirring at 60° C., the reaction mixture was poured into 200 ml of ice-cold water and extracted with 100 ml of ethyl acetate twice. The ethyl acetate layer was washed with 100 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 2.5 g of 2-methylthio-4-(4-trifluoromethylphenyl)benzonitrile (yield 75%) as white crystals (m.p. 128-129° C.).

출처