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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467745Generated: October 25, 2026

Diethyl Ether → 3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid

https://huagongshe.com/reaction/467745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantLithium HydroxideHCID 3939—
Reactant3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl esterHCID 70097900—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
Product3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acidHCID 7009678588.3%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 3-(cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester (600 mg, 2.68 mmol) in THF (7 ml) and ethanol (3 ml) was added LiOH (1M; 5.35 ml, 5.35 mmol) at 0-5° C. The mixture was stirred at 20° C. for 1 h, poured into 50 ml diethyl ether and extracted. The organic phase was washed with water. The combined aqueous phases were acidified with 1M HCl (6 ml) and extracted with dichloromethane. The organic layers were dried and evaporated to yield the product as yellow oil (464 mg, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08623866B2
Source datasetuspto-grants-2014_01
ORD IDord-cb1f1ea9fee24a9fab4b5e788f07155c
Source noteuspto-grants-2014_01