反应 #586122

反应方程式

water

2-mercapto-4-(4-trifluoromethylphenyl)benzonitrile

potassium tert-butoxide

→

2-(2-propenylthio)-4-(4-trifluoromethylphenyl)benzonitrile

收率 43.5%

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   其他The resulting reaction mixture
2. 2
   萃取extracted with 50 ml of ethyl acetate twice
3. 3
   洗涤The ethyl acetate layer was washed with 50 ml of water twice
4. 4
   干燥dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe ethyl acetate was distilled off under reduced pressure
6. 6
   其他Purification of the residue by silica gel column chromatography

实验过程

1.0 g (3.6 mmol) of 2-mercapto-4-(4-trifluoromethylphenyl)benzonitrile, 0.45 g (4.0 mmol) of potassium tert-butoxide and 0.5 g (4.1 mmol) of 3-propenyl bromide were stirred in 20 ml of N,N-dimethylformamide at room temperature for 1 hour. The resulting reaction mixture was poured into 20 ml of water and extracted with 50 ml of ethyl acetate twice. The ethyl acetate layer was washed with 50 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 0.5 g of 2-(2-propenylthio)-4-(4-trifluoromethylphenyl)benzonitrile (yield 43.0%) as yellow crystals (m.p. 89-90° C.).

来源