Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709173Generated: October 31, 2026

Benzoyl chloride → 1-Benzoyl-5-[(propan-2-yl)oxy]pyrrolidin-2-one

https://huagongshe.com/reaction/1709173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantHCID 15696556HCID 15696556—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-Benzoyl-5-[(propan-2-yl)oxy]pyrrolidin-2-oneHCID 307793764.4%

Reaction Steps

11.7 cm3 of a 1.6M solution of n-butyllithium in hexane is added at -70° C. to a solution of 2.5 g of 5-isopropyloxy pyrrolidin-2-one in 60 cm3 of tetrahydrofuran, while maintaining the temperature between -70° C. and -65° C. Agitation is carried out for 30 minutes under these conditions then a solution of 2.46 g of benzoyl chloride in 8 cm3 of tetrahydrofuran is added, maintaining the temperature between -65° C. and -70° C. The temperature is allowed to return to the ambient over 2 hours. After evaporation to dryness and then chromatography on silica (eluent: ethyl acetate-n-hexane 1-3), 2.78 g of the product sought is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948804
Source datasetuspto-grants-1990_08
ORD IDord-1924892b22674609bdac6f67d72ecd3f
Source noteuspto-grants-1990_08