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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183270Generated: October 30, 2026

m-Chloroperbenzoic acid → 1-{4'-[3-Methyl-4-(3-phenethyl-oxiranyl)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/1183270

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant1-{4'-[3-Methyl-4-(4-phenyl-but-1-enyl)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl esterHCID 66578216—
SolventDichloromethaneHCID 6344—
Product1-{4'-[3-Methyl-4-(3-phenethyl-oxiranyl)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl esterHCID 86652399—

Reaction Steps

To a solution of 1-{4′-[3-methyl-4-(4-phenyl-but-1-enyl)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester (0.343 g, 0.72 mmol) in CH2Cl2 (3.5 mL) was added meta-chloroperoxybenzoic acid (0.181 g, 0.79 mmol), and the reaction was stirred at room temperature overnight. Analytical LCMS indicated the starting material was still present, so additional meta-chloroperoxybenzoic acid was added, and the reaction was stirred overnight at room temperature. After aqueous workup, the organic layer was dried over MgSO4, filtered, and concentrated, and the crude material was purified by silica gel chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664220B2
Source datasetuspto-grants-2014_03
ORD IDord-6261c1b5f46043e7872ef4eac3597cd9
Source noteuspto-grants-2014_03