反应详情

温度

80 °C

To a solution of 2,4-dichloro-6-methyl-benzonitrile (5.0 g, 26.9 mmol) in DMF (50 ml) in a sealed tube are added tripotassium phosphate (5.7 g, 26.9 mmol) and L-proline (0.62 g, 5.37 mmol) at RT. The reaction mixture is degassed and flushed with argon for 30 min and then are added CuI (0.51 g, 2.68 mmol) and ethanethiol (6.0 ml, 80.6 mmol) at RT. The reaction mixture is stirred at 80° C. for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture is diluted with water (50 ml) and extracted with ethyl acetate (50×3 ml). The organic layer is washed with water (50 ml), brine (15 ml) dried over anhydrous sodium sulfate and evaporated to get the crude which is purified by column chromatography (silica gel, 5% acetone/hexane) to yield 4-chloro-2-ethylsulfanyl-6-methyl-benzonitrile (1.3 g, 6.14 mmol, 23%).

1. customThe reaction mixture is degassed
2. customflushed with argon for 30 min
3. customAfter completion of the reaction (monitored by TLC)
4. extractionextracted with ethyl acetate (50×3 ml)
5. washThe organic layer is washed with water (50 ml), brine (15 ml)
6. dry with materialdried over anhydrous sodium sulfate
7. customevaporated
8. customto get the crude which
9. customis purified by column chromatography (silica gel, 5% acetone/hexane)