Benzenesulfonyl chloride → HCID 68694614, compound

Participants

Reaction Steps

To a suspension of sodium hydride (in oil, minimum 55%, 801 mg) in N,N-dimethylformamide (30 mL) was added dropwise a solution of 5-bromo-2-phenylindole (3.33 g) in N,N-dimethylformamide (30 mL) under cooling with ice and under an argon atmosphere, and the mixture was stirred at room temperature for one hour and a half. Then benzenesulfonyl chloride (1.88 mL) was added dropwise and the stirring was continued for additional 17 hours. A saturated aqueous ammonium chloride solution and water were added to the reaction mixture and this resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (1.87 g).

Provenance & Evidence