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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476642Generated: October 29, 2026

Benzenesulfonyl chloride → HCID 19838070, compound

https://huagongshe.com/reaction/476642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantHCID 19838063HCID 19838063—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 19838070HCID 1983807027.2%

Reaction Conditions

Temperature-40 °C

Reaction Steps

13.2 cm3 of a 1.6M solution of n-butyllithium in hexane is added to a solution cooled to -45° C. of 3.3 g of 1,5-dihydro-5-isobutyloxy-2H-pyrrol-2-one obtained at stage A, in 80 cm3 of tetrahydrofuran. The mixture is agitated for 30 minutes at -45° C./-40° C., then a solution of 3.74 g of benzenesulphonyl chloride in 12 cm3 of tetrahydrofuran is added. The temperature is allowed to return to the ambient over 2 hours. After evaporating to dryness, the residue is chromatographed on silica (eluent: ethyl acetate-n-hexane, 1--1), and 1.7 g of the expected product is obtained. m.p. 82°-83° C., crystallized from isopropanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04885307
Source datasetuspto-grants-1989_12
ORD IDord-53da33d707444b7f8fd96c6abc2d9f9e
Source noteuspto-grants-1989_12