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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415416Generated: November 1, 2026

m-Chloroperbenzoic acid → N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide

https://huagongshe.com/reaction/2415416

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantN-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methylprop-2-enamideHCID 11149469—
SolventDichloromethaneHCID 6344—
ProductN-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamideHCID 10149314—

Reaction Steps

460 mg of the amide (7) from the Example 1 was dissolved in 30 ml of dichloromethane. 560 mg of m-chloroperbenzoic acid (purity 70-75%) was added. The reaction mixture was stirred overnight at reflux. The reaction was monitored with HPLC. The reaction mixture was washed successively with 2×20 ml of a sodium sulfite solution, 2×20 ml of saturated aqueous NaHCO3 and 20 ml of brine. The organic layer was dried (Na2SO4), filtrated and evaporated under reduced pressure yielding the epoxide (5A) as yellow solid material. Isolated yield: 400 mg (82%). 1H- and 13C-NMR confirmed the expected structure. HPLC: 96% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818766B2
Source datasetuspto-grants-2004_11
ORD IDord-7bdb584fb2084e53a158af8ab054a535
Source noteuspto-grants-2004_11