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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590197Generated: October 30, 2026

2-Pyrrolidone → 1-Phenoxycarbonyl-2-oxopyrrolidine

https://huagongshe.com/reaction/1590197

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PyrrolidoneHCID 12025—
ReactantPhenyl chloroformateHCID 15891—
ReactantSodium hydrideHCID 24758—
SolventTetrahydrofuranHCID 8028—
Product1-Phenoxycarbonyl-2-oxopyrrolidineHCID 14441090100.1%

Reaction Conditions

Temperature-60 °C

Reaction Steps

To a solution of 7.36 g (184 mmol) of NaH (60%) in 200 ml of THF was added 15.68 g (184 mmol) of 2-oxopyrrolidine with stirring under ice-cooling, and further the mixture was stirred at room temperature for 1 hr. until H2 gas ceased to evolve. The reaction solution was added to a solution of 29.7 g (190 mmol) of phenyl chloroformate in 100 ml of THF cooled at -60° C. and then stirred at room temperature for 4 hr. The reaction solution was poured into ice water, and then extracted with ethyl acetate. After drying, the solvent was removed by evaporation. When the crystalline residue was recrystallized from CH2CL2 - ether, 37.8 g of the objective compound (II) melting at 120.0°-121.5° C. was obtained as crystals. Yield:84.0%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05202345
Source datasetuspto-grants-1993_04
ORD IDord-f5decf36365541e09b26d65cd800bc71
Source noteuspto-grants-1993_04