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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709179Generated: November 2, 2026

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

https://huagongshe.com/reaction/1709179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
Reactant5-(n-Heptyloxy)-pyrrolidin-2-oneHCID 15696564—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-Benzoyl-5-(heptyloxy)pyrrolidin-2-oneHCID 3077955—

Reaction Steps

16.5 cm3 of a 15% solution butyllithium in hexane is added at -60° C. to 4.98 g of 5-n-heptyloxy pyrrolidin-2-one in solution in 100 cm3 of tetrahydrofuran. After 20 minutes of agitation at -60° C., 3.5 g of benzoyl chloride in 25 cm3 of tetra-hydrofuran is added at this temperature. Agitation is carried out for 4 hours, allowing the mixture to return to ambient temperature. After concentration at 40° C., the residue is taken up in water, extracted with ether and concentrated to dryness. The residue is chromatographed on silica (eluent: toluene-ethyl acetate 8-2) and 1.2 g of the product sought is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948804
Source datasetuspto-grants-1990_08
ORD IDord-d4ff9a4894424e6e9df4a19b83daabed
Source noteuspto-grants-1990_08