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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404437Generated: October 30, 2026

Acetic Acid → 5-Benzyl-3-propylpyrrolidin-2-one

https://huagongshe.com/reaction/1404437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1-BromopropaneHCID 7840—
Reactant5-Benzylpyrrolidin-2-OneHCID 99881—
ReactantLithium diisopropylamineHCID 45051747—
SolventTetrahydrofuranHCID 8028—
Product5-Benzyl-3-propylpyrrolidin-2-oneHCID 49848909—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a 2 M lithium diisopropylamine solution in THF of −78° C. is added 5-benzylpyrrolidin-2-one and the mixture is stirred for 1.5 hours at −78° C. Then 1-propyl bromide is added and the reaction is stirred for another 1.5 hours at −78° C. The reaction mixture is allowed to warm up to 0° C. before ice-cold water with acetic acid is added and subsequently extracted 3 times with dichloromethane. The dichloromethane is concentrated in vacuo and the residue is dissolved in dichloromethane, washed with saturated NaHCO3 and brine. Crude 5-benzyl-3-propylpyrrolidin-2-one is obtained after removal of the solvents in vacuo. The product is purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912329B2
Source datasetuspto-grants-2014_12
ORD IDord-44d7de3c3d584818927c5624dc994c30
Source noteuspto-grants-2014_12