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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434028Generated: October 25, 2026

Triethylamine → Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate

https://huagongshe.com/reaction/434028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl but-2-ynoateHCID 141019—
Reactant2-fluoro-N-hydroxybenzenecarboximidoyl chlorideHCID 3758118—
SolventDiethyl EtherHCID 3283—
ProductMethyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylateHCID 1875627258%

Reaction Steps

To a solution (0° C., N2) of 2-fluorobenzoylchloride oxime (0.50 g, 2.9 mmol) and methyl-2-butynoate (0.57 g, 5.8 mmol) in Et2O (15 ml) was added a solution of Et3N (0.52 ml) in Et2O (2 ml) over a period of 1 h followed by warming to room temperature while stirring overnight (17 h). The reaction was diluted with Et2O, washed (H2O then brine), dried (MgSO4), filtered, and concentrated. Column chromatography (silica gel, hexanes/EtOAc gradient) gave the title compound (0.39 g, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06670373B1
Source datasetuspto-grants-2003_12
ORD IDord-8655af1fcd1c4c9a8078c341113f32f9
Source noteuspto-grants-2003_12