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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709180Generated: October 31, 2026

Benzoyl chloride → 1-Benzoyl-5-(octyloxy)pyrrolidin-2-one

https://huagongshe.com/reaction/1709180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantHCID 15696565HCID 15696565—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-Benzoyl-5-(octyloxy)pyrrolidin-2-oneHCID 3077956—

Reaction Steps

16.5 cm3 of a 15% solution of butyllithium in hexane is added at -60° C. to 5.3 g of 5-n-octyloxy pyrrolidin-2-one in solution in 200 cm3 of tetrahydrofuran. After agitation for 20 minutes at -60° C., then, while maintaining these conditions, a solution of 3.5 g of benzoyl chloride in 50 cm3 of tetrahydrofuran is added. Agitation is continued while allowing to return to ambient temperature. After concentration and chromatography on silica (eluent: toluene-ethyl acetate 8-2), 4.2 g of the product sought is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948804
Source datasetuspto-grants-1990_08
ORD IDord-132333b5d7f04286a9cbc2b70fd7d8f4
Source noteuspto-grants-1990_08