反応 #53576

反応方程式

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

sodium methyl mercaptan

→

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

収率 75.4%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   抽出extracted with 100 ml of ethyl acetate twice
2. 2
   洗浄The ethyl acetate layer was washed with 100 ml of water twice
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   workup.DISTILLATIONthe ethyl acetate was distilled off under reduced pressure
5. 5
   その他Purification of the residue by silica gel column chromatography

実験手順

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.).

出典