Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563105Generated: October 30, 2026

Acetic Acid → Ethyl 4-[4-(5-chloro-2-thienyl)-2-oxo-4-oxazolin-5-yl]butanoate

https://huagongshe.com/reaction/563105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAmmonium AcetateHCID 517165—
ReactantEthyl 6-(5-chloro-2-thienyl)-6-oxo-5-phenoxycarbonyloxyhexanoateHCID 18174743—
SolventWaterHCID 962—
ProductEthyl 4-[4-(5-chloro-2-thienyl)-2-oxo-4-oxazolin-5-yl]butanoateHCID 1817475658%

Reaction Steps

A mixture of ethyl 6-(5-chloro-2-thienyl)-6-oxo-5-phenoxycarbonyloxyhexanoate (30.5 g), ammonium acetate (28.6 g) and acetic acid (100 ml) was stirred with heating under reflux for 2 hours. The reaction mixture was poured into 500 ml of water, and the resulting solid precipitate was collected, washed with water and isopropyl ether and air-dried to give crystals of ethyl 4-[4-(5-chloro-2-thienyl)-2-oxo-4-oxazolin-5-yl]butanoate (13.6 g, 58%). Recrystallization from acetone-isopropyl ether gave pale yellow prisms. Melting point 95-96° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067453B2
Source datasetuspto-grants-2011_11
ORD IDord-1dc1de0d448147cfb99001ac689c2f57
Source noteuspto-grants-2011_11