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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709174Generated: October 31, 2026

Benzoyl chloride → 1-Benzoyl-5-propoxypyrrolidin-2-one

https://huagongshe.com/reaction/1709174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantHCID 15696557HCID 15696557—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-Benzoyl-5-propoxypyrrolidin-2-oneHCID 307793663.6%

Reaction Conditions

Temperature-60 °C

Reaction Steps

17 cm3 of a 1.5M solution of n-butyllithium in n-hexane is added at -60° C. to a solution of 4 g of 5-(1-butyloxy) pyrrolidin-2-one in 90 cm3 of tetrahydrofuran. The whole is agitated for 15 minutes at -60° C. then, at this temperature, a solution of 3.58 g of benzoyl chloride in 25 cm3 of tetrahydrofuran is added. After allowing the temperature to return to the ambient, the solvent is evaporated under reduced pressure and the residue is chromatographed on silica (eluent: ethyl acetate-n-hexane 1-3) and 4 g of expected product is obtained. b.p. =200°-210° C. under 0.07 mbar.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948804
Source datasetuspto-grants-1990_08
ORD IDord-7101b1b1e27943ec842a3f40d161716e
Source noteuspto-grants-1990_08