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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434038Generated: October 30, 2026

Triethylamine → Methyl 3-(2,6-difluorophenyl)-5-methylisoxazole-4-carboxylate

https://huagongshe.com/reaction/434038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl but-2-ynoateHCID 141019—
Reactant2,6-Difluorobenzoyl chloride oximeHCID 53395382—
SolventDiethyl EtherHCID 3283—
ProductMethyl 3-(2,6-difluorophenyl)-5-methylisoxazole-4-carboxylateHCID 1875625761%

Reaction Steps

In a fashion similar to that for preparation 15, 2,6-difluorobenzoylchloride oxime (1.00 g, 5.19 mmol), methyl-2-butynoate (1.01 g, 10.4 mmol), triethyl amine (0.94 ml, 6.8 mmol) in diethyl ether (3 ml), and diethyl ether (25 ml) afforded 4-methoxycarbonyl-5-methyl-3-(2,6-difluorophenyl)isoxazole (0.80 g, 61%) after purification by column chromatography (silica gel, hexanes/diethyl ether gradient).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06670373B1
Source datasetuspto-grants-2003_12
ORD IDord-6026291be8084c51b7e0479860c9a254
Source noteuspto-grants-2003_12