Benzenesulfonyl chloride → HCID 66924714, compound

Participants

Reaction Steps

To a solution (60 mL) of ethyl 2-chloro-4-fluoro-5-phenyl-1H-pyrrole-3-carboxylate (330 mg) in tetrahydrofuran was added sodium hydride (60% in oil, 296 mg) at room temperature and the mixture was stirred for 30 min. 15-Crown-5 (1.63 g) was added dropwise and the mixture was stirred for 30 min. Benzenesulfonyl chloride (1.13 g) was added, and the mixture was further stirred for 120 hr. Saturated brine was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=9:1→8:2) to give the title compound as a pale-yellow oil (yield 260 mg, 52%).

Provenance & Evidence