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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709176Generated: October 31, 2026

Benzoyl chloride → 2-Pyrrolidinone, 1-benzoyl-5-(pentyloxy)-, (+-)-

https://huagongshe.com/reaction/1709176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
Reactant5-Pentyloxy-pyrrolidin-2-oneHCID 15696558—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product2-Pyrrolidinone, 1-benzoyl-5-(pentyloxy)-, (+-)-HCID 307794362.3%

Reaction Steps

15.56 cm3 of a 1.5M solution of n-butyllithium in hexane is added at -60° 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 -60° C. and then under these conditions a solution of 3.28 g of benzoyl chloride in 20 cm3 of tetrahydrofuran is added. After allowing the temperature to return to ambient, the solvent is evaporated under reduced pressure. The residue is chromatographed on silica (eluent: ethyl acetate-n-hexane 1-3) and 4 g of sought product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948804
Source datasetuspto-grants-1990_08
ORD IDord-a3a9f3c967d042f4890126d286b13e51
Source noteuspto-grants-1990_08