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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709178Generated: October 25, 2026

Benzoyl chloride → 2-Pyrrolidinone, 1-benzoyl-5-(hexyloxy)-, (+-)-

https://huagongshe.com/reaction/1709178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
Reactant5-(n-Hexyloxy)-pyrrolidin-2-oneHCID 15696563—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product2-Pyrrolidinone, 1-benzoyl-5-(hexyloxy)-, (+-)-HCID 3077954—

Reaction Steps

16 cm3 of a 1.6M solution of butyllithium in hexane is added at -70° C. to 4.5 g of 5-n-hexyloxy pyrrolidin-2-one in solution in 130 cm3 of anhydrous tetrahydrofuran. Agitation is carried out for 20 minutes at -70° C. and under the same conditions a solution of 3.4 g of benzoyl chloride in 20 cm3 of tetrahydrofuran is added. After allowing to return to ambient temperature and concentration under reduced pressure, the residue is chromatographed on silica (eluent: toluene-ethyl acetate 8-2). 3.3 g of the product sought is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948804
Source datasetuspto-grants-1990_08
ORD IDord-f4103594b0de49c88cdc27a230d885ad
Source noteuspto-grants-1990_08