Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585072Generated: October 25, 2026

Diethyl Ether → Ethyl 5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate

https://huagongshe.com/reaction/585072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantEthyl 5-(4-(trifluoromethyl)phenyl)-4,5-dihydroisoxazole-3-carboxylateHCID 22064077—
SolventTolueneHCID 1140—
ProductEthyl 5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylateHCID 22064085—

Reaction Conditions

Temperature75 °C

Reaction Steps

A solution of ethyl 5-[4-(trifluoromethyl)phenyl]-4,5-dihydroisoxazole-3-carboxylate (3.3 g) was stirred in toluene (15 ml), and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (1.00 g) was then added in portions, followed by a portion of 3A molecular sieves, and the resulting mixture was stirred at 75° C. for 2 days. After cooling, ether was added and the mixture filtered through a layer anhydrous sodium sulfate. Solvent was evaporated under reduced pressure, and the residue was purified by column chromatography, to provide ethyl 5-[4-(trifluoromethyl)phenyl]isoxazole-3-carboxylate, a compound of formula (23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06930111B2
Source datasetuspto-grants-2005_08
ORD IDord-4e0b8617c7a6461baafa3bd8f99cbd27
Source noteuspto-grants-2005_08