Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709184Generated: November 1, 2026

Benzoyl chloride → 1-Benzoyl-5-(2,2-dimethylpropoxy)pyrrolidin-2-one

https://huagongshe.com/reaction/1709184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
ReactantHCID 15696561HCID 15696561—
SolventDiethyl EtherHCID 3283—
Product1-Benzoyl-5-(2,2-dimethylpropoxy)pyrrolidin-2-oneHCID 307795241%

Reaction Conditions

Temperature0 °C

Reaction Steps

2.2 g of 5-neopentyloxy pyrrolidin-2-one in 30 cm3 of ethyl ether is added at ambient temperature to a solution of 2.6 g of sodium bis trimethylsilylamide in 160 cm3 of ethyl ether. After 30 minutes, the solution is cooled to 0° C. and 1.89 g of benzoyl chloride diluted with 20 cm3 of ethyl ether is added. After leaving the solution for 30 minutes at 0° C. then allowing to return to ambient temperature, and concentrating to dryness under reduced pressure, the residue is chromatographed on silica (eluent: hexane-ethyl acetate 7-3). After crystallization from ethanol, 1.45 g of expected product is obtained. m.p.=83°-85° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948804
Source datasetuspto-grants-1990_08
ORD IDord-86c6dbcc3b3d4dc0b26930321d8f1791
Source noteuspto-grants-1990_08