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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | 4-(4-Chlorophenyl)-2,3-dihydro-1,3-oxazol-2-one | HCID 11424125 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 2-(4-(4-chlorophenyl)-2-oxo-4-oxazolin-5-yl)propionate | HCID 11150230 | 89% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06699995B1 |
|---|
| Source dataset | uspto-grants-2004_03 |
|---|
| ORD ID | ord-19092e05408d4a64a8bfe764920f823b |
|---|
| Source note | uspto-grants-2004_03 |
|---|