反应详情

A mixture of 5-fluoroindole (1.0 g, 7.4 mmole), 4-chlorobenzenesulfonyl chloride (1.6 g, 7.6 mmole), tetra-n-butylammonium hydrogen sulfate (0.05 g), 4N sodium hydroxide (5 mL, 20 mmol), and toluene (6 mL) was stirred at room temperature for 15 h. The mixture was diluted with 10 mL water and extracted with 25 mL ethyl acetate. The organic phase was washed with 10 mL water, 10 mL saturated sodium chloride, and then dried (anhydrous magnesium sulfate). The solution was concentrated under reduced pressure. The residue was recrystallized from ethyl ether/hexane to provide 1-(4-Chlorobenzenesulfonyl)-5-fluoro-1H-indole (1.74 g) m.p. 108–109°.

1. extractionextracted with 25 mL ethyl acetate
2. washThe organic phase was washed with 10 mL water, 10 mL saturated sodium chloride
3. dry with materialdried (anhydrous magnesium sulfate)
4. concentrationThe solution was concentrated under reduced pressure
5. customThe residue was recrystallized from ethyl ether/hexane