Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47920Generated: October 30, 2026

Water → Methyl 2-(4-(4-chlorophenyl)-2-oxo-4-oxazolin-5-yl)propionate

https://huagongshe.com/reaction/47920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSulfuric AcidHCID 1118—
ReactantMethyl AcrylateHCID 7294—
Reactant4-(4-Chlorophenyl)-2,3-dihydro-1,3-oxazol-2-oneHCID 11424125—
SolventAcetonitrileHCID 6342—
ProductMethyl 2-(4-(4-chlorophenyl)-2-oxo-4-oxazolin-5-yl)propionateHCID 1115023089%

Reaction Conditions

Temperature10 °C

Reaction Steps

To a solution of 4-(4-chlorophenyl)-2-oxo-4-oxazoline (794.3 g) in acetonitrile (2383 mL) was added dropwise conc. sulfuric acid (1195 g) under ice-cooling at not higher than 10° C. Then methyl acrylate (731 mL) was added at not higher than 10° C., and the mixture was taken out from an ice-bath and stirred at room temperature for 3 h. Water (7.94 L) was added under ice-cooling at not higher than 20° C. The precipitated crystals were collected by filtration and washed successively with 1% aqueous sodium hydrogencarbonate, water, isopropyl ether to give methyl 2-(4-(4-chlorophenyl)-2-oxo-4-oxazolin-5-yl)propionate (1017.8 g; yield 89%). Recrystallization from methanol gave colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699995B1
Source datasetuspto-grants-2004_03
ORD IDord-19092e05408d4a64a8bfe764920f823b
Source noteuspto-grants-2004_03