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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554276Generated: October 28, 2026

Benzenesulfonyl chloride → HCID 66925014, compound

https://huagongshe.com/reaction/554276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium hydrideHCID 24758—
Reactant15-Crown-5HCID 36336—
ReactantHCID 66924945HCID 66924945—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 66925014HCID 6692501438%

Reaction Steps

To a solution (10 mL) of ethyl 4-fluoro-5-phenyl-1H-pyrrole-3-carboxylate (100 mg) in tetrahydrofuran was added sodium hydride (60% in oil, 52 mg) at room temperature and the mixture was stirred for 30 min. 15-Crown-5 (284 mg) was added dropwise and the mixture was stirred for 30 min. Benzenesulfonyl chloride (151 mg) was added, and the mixture was further stirred for 1 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) to give the title compound as a colorless oil (yield 60 mg, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-9990d6bc571f44ac8869f3d69e6857bf
Source noteuspto-grants-2011_11