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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554274Generated: October 28, 2026

Benzenesulfonyl chloride → HCID 66924523, compound

https://huagongshe.com/reaction/554274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium hydrideHCID 24758—
Reactant15-Crown-5HCID 36336—
ReactantHCID 66924897HCID 66924897—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 66924523HCID 6692452381.2%

Reaction Steps

To a solution (20 mL) of ethyl 2-fluoro-5-phenyl-1H-pyrrole-3-carboxylate (300 mg) in tetrahydrofuran was added sodium hydride (60% in oil, 155 mg) at room temperature and the mixture was stirred for 30 min. 15-Crown-5 (850 mg) was added dropwise and the mixture was stirred for 30 min. Benzenesulfonyl chloride (591 mg) was added, and the mixture was further stirred for 24 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=85:15) to give the title compound as a colorless oil (yield 390 mg, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-ee45601624bf42e0ae50f16e3949032f
Source noteuspto-grants-2011_11