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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 255911Generated: October 26, 2026

Dimethyl Sulfate → 1-Methyl-4-phenylpyrrolidin-2-one

https://huagongshe.com/reaction/255911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantSodium HydroxideHCID 14798—
Reactant4-Phenyl-2-pyrrolidinoneHCID 121397—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventTolueneHCID 1140—
Product1-Methyl-4-phenylpyrrolidin-2-oneHCID 12448963—

Reaction Conditions

Temperature36 °C

Reaction Steps

A mixture of 4-phenyl-pyrrolidin-2-one (32.2 g; 0.2 mole), dimethyl sulfate (37.8 g; 0.3 mole), tetrabutyl ammonium hydrogensulfate (3.4 g; 0.01 mole), 50% aqueous sodium hydroxide solution (100 ml) and toluene (200 ml) is stirred at 36° C. for 5 hrs. After cooling, the aqueous phase is decanted, extracted with methylene chloride, and combined with the toluene phase. The organic phase is washed with water, dried and evaporated. The residue is distilled: b.p.0.2 mm Hg =120° C. Yield: 79%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04699918
Source datasetuspto-grants-1987_10
ORD IDord-63d01324ad06414e9de36045f1c7651d
Source noteuspto-grants-1987_10