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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554248Generated: October 28, 2026

Methanol → Benzoic acid, 3-(chlorosulfonyl)-, methyl ester

https://huagongshe.com/reaction/554248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
ReactantBenzoyl chloride, 3-(chlorosulfonyl)-HCID 77671—
SolventDichloromethaneHCID 6344—
ProductBenzoic acid, 3-(chlorosulfonyl)-, methyl esterHCID 11333992.6%

Reaction Steps

A solution (20 mL) of 3-(chlorosulfonyl)benzoyl chloride (2.4 g) in dichloromethane was cooled to 0° C., and pyridine (791 mg) and methanol (320 mg) were added. The reaction mixture was stirred at room temperature for 2 hr, and the solvent was evaporated under reduced pressure. The residue was filtrated, washed with a mixed solvent of ethyl acetate and isopropyl ether, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=9:1→4:1) to give the title compound as a colorless oil (yield 2.17 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048909B2
Source datasetuspto-grants-2011_11
ORD IDord-6a069e1cf54f447093f21975127268d3
Source noteuspto-grants-2011_11