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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354429Generated: November 1, 2026

Water → HCID 22934536, compound

https://huagongshe.com/reaction/1354429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethyl 4-ethynylbenzoateHCID 640163—
ReactantN-hydroxybenzenecarboximidoyl chlorideHCID 2756315—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22934536HCID 2293453687%

Reaction Steps

To a solution (100 ml) of N-hydroxybenzenimidoyl chloride (2.25 g) and methyl 4-ethynylbenzoate (2.30 g) in tetrahydrofuran was added dropwise a solution (10 ml) of triethylamine (2.30 ml) in tetrahydrofuran under an argon atmosphere at 0° C. This mixture was stirred overnight at room temperature and poured into water. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was recrystallized from hexane-tetrahydrofuran to give methyl 4-(3-phenyl-5-isoxazolyl)benzoate (3.49 g, yield 87%) as colorless crystals. melting point: 205–206° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223791B2
Source datasetuspto-grants-2007_05
ORD IDord-5d79a94cecf5418c970a07efb2332483
Source noteuspto-grants-2007_05