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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120852Generated: October 31, 2026

Sodium Chloride → 1-(5-Methyl-3-phenylisoxazol-4-yl)ethanone

https://huagongshe.com/reaction/2120852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantTriethylamineHCID 8471—
ReactantAcetylacetoneHCID 31261—
ReactantN-hydroxybenzenecarboximidoyl chlorideHCID 2756315—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product1-(5-Methyl-3-phenylisoxazol-4-yl)ethanoneHCID 318524100%

Reaction Steps

To a solution of pentane-2,4-dione (13.23 g, 0.132 mol) and triethylamine (13.35 g, 0.132 mol) in ethanol was added α-chlorobenzaldehyde oxime (13.70 g, 0.088 mol) at room temperature. The reaction mixture was stirred overnight at room temperature. To the reaction was added ethyl acetate and saturated aqueous NaCl. The organic phase was washed with saturated aqueous NaCl (twice) and dried with MgSO4, and the organic solvent was removed under reduced pressure to provide 17.7 g of the title compound. The yield was 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693108B2
Source datasetuspto-grants-2004_02
ORD IDord-189fbd872f3846ebb96b2d9c288bef26
Source noteuspto-grants-2004_02