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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637328Generated: October 26, 2026

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

https://huagongshe.com/reaction/637328

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 numberUS04556674
Source datasetuspto-grants-1985_12
ORD IDord-3e2e03ce5751484982284f4156dbedf2
Source noteuspto-grants-1985_12