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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 439736Generated: October 29, 2026

Water → Ethyl 5,5-diphenyl-2-isoxazoline-3-carboxylate

https://huagongshe.com/reaction/439736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant1,1-DiphenylethyleneHCID 10740—
ReactantEthyl chloro(hydroximino)acetateHCID 6816376—
SolventDiethyl EtherHCID 3283—
ProductEthyl 5,5-diphenyl-2-isoxazoline-3-carboxylateHCID 6451155—

Reaction Steps

13.52 g (0.075 mol) of 1,1-diphenylethene and 5.06 g (0.05 mol) of triethylamine are dissolved in 200 ml of ether at 0° C., and 7.58 g (0.05 mol) of ethyl 2-chloro-2-hydroximinoacetate, dissolved in 100 ml of ether, are subsequently added dropwise in the course of approximately two hours. After stirring has been continued for one hour at room temperature, 100 ml of H2O are added, and the mixture is subsequently extracted using ether. After drying over a MgSO4, the ether is distilled off and the residue is purified over a silica gel column (eluent: n-heptane:ethyl acetate=8:2). In this way, 12.7 g (86% of theory) of product of melting point 78° to 81° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05516750
Source datasetuspto-grants-1996_05
ORD IDord-6e5d0458f33146dc89aa9bbcaaec6c49
Source noteuspto-grants-1996_05