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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816689Generated: October 26, 2026

Triethylamine → 4-[5-[4-(6-Methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester

https://huagongshe.com/reaction/1816689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethynyl-4-(6-methoxyhexyloxy)benzeneHCID 22494696—
Reactantalpha-Chloro-4-methoxycarbonylbenzaldoximeHCID 73989494—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product4-[5-[4-(6-Methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl esterHCID 5439282873.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 4-methoxycarbonylphenylhydroxyiminomethyl chloride (975 mg) and 1-ethynyl-4-(6-methoxyhexyloxy)benzene (1.06 g) in tetrahydrofuran (10 ml) was added triethylamine (0.83 ml) in tetrahydrofuran (10 ml) over a period of 30 minutes at 40° C., and the mixture was stirred at 40° C. for 3 hours and 30 minutes. The mixture was diluted with dichloromethane and washed with water and brine. The separated organic layer was dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with acetonitrile. The precipitate was collected by filtration and dried to give 4-[5-[4-(6-methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester (1.37 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884868B1
Source datasetuspto-grants-2005_04
ORD IDord-5e230c76fefc4caa8c269cf774251b70
Source noteuspto-grants-2005_04