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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330502Generated: October 25, 2026

Benzenesulfonyl chloride → 2-Pyrrolidinone, 5-(1-(methylethyl)thio)-1-(phenylsulfonyl)-

https://huagongshe.com/reaction/330502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
Reactant5-Isopropylthio-pyrrolidin-2-oneHCID 19868700—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product2-Pyrrolidinone, 5-(1-(methylethyl)thio)-1-(phenylsulfonyl)-HCID 307817246%

Reaction Steps

To 2.5 g of 5-isopropylthio-pyrrolidin-2-one in 130 cm3 of tetrahydrofuran, there is added at -70° to -65° C., 10.48 cm3 of a 1.5M solution of butyllithium in hexane. This is maintained for 20 minutes at this temperature, then 2.76 g of benzenesulphonyl chloride is added in 25 cm3 of tetrahydrofuran. After allowing to return to ambient temperature, concentrating under reduced pressure, taking up with water, filtering and drying, 2.15 g of the expected product is obtained. m.p., 91°-93° C., crystallized from ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04897414
Source datasetuspto-grants-1990_01
ORD IDord-844731310d2b48dca476d21709d2383b
Source noteuspto-grants-1990_01