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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709177Generated: October 27, 2026

p-Anisoyl chloride → 2-Pyrrolidinone, 1-(4-methoxybenzoyl)-5-(pentyloxy)-, (+-)-

https://huagongshe.com/reaction/1709177

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Anisoyl chlorideHCID 7477—
Reactant5-Pentyloxy-pyrrolidin-2-oneHCID 15696558—
ReactantButyllithiumHCID 178418339—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product2-Pyrrolidinone, 1-(4-methoxybenzoyl)-5-(pentyloxy)-, (+-)-HCID 307794571.6%

Reaction Steps

15.57 cm3 of a 1.5M solution of n-butyllithium in n-hexane is added at -70° C. to a solution of 4 g of 5-(1-pentyloxy) pyrrolidin-2-one in 80 cm3 of tetrahydrofuran. Agitation is carried out for 15 minutes at -70° C. then while maintaining this temperature, a solution of 3.98 g of para-anisoyl chloride at 58% in toluene is added. After allowing to return to ambient tempera-ture and evaporating under reduced pressure, the residue is chromatographed on silica (eluent: n-hexane-ethyl acetate 2-1). 5.1 g of sought product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948804
Source datasetuspto-grants-1990_08
ORD IDord-605c5aafa731402cb6fb8735426a3bf8
Source noteuspto-grants-1990_08