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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245366Generated: October 26, 2026

Potassium Carbonate → 5-[((2R)oxiran-2-yl)methoxy]-2-(2,4-dichlorophenyl)benzoxazole

https://huagongshe.com/reaction/1245366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(+)-EpichlorohydrinHCID 149428—
Reactant2-(2,4-Dichlorophenyl)benzoxazol-5-olHCID 21911728—
SolventAcetoneHCID 180—
Product5-[((2R)oxiran-2-yl)methoxy]-2-(2,4-dichlorophenyl)benzoxazoleHCID 5871966077.8%

Reaction Steps

A mixture of 2-(2,4-dichlorophenyl)benzoxazol-5-ol (6.0 g, 36 mmol), (S)-(+)-epichlorohydrin (3.3 g, 315 mmol) (20 ml, 182 mmol), and potassium carbonate (20 g, 144 mmol) in acetone (100 ml) was heated to reflux and allowed to stir overnight. The solution was allowed to cool and filtered through Celite 512. The filtrate was evaporated under reduced pressure to yield an oil, which was chromatographed on silica gel, eluting with 20% ethyl acetate/hexanes, to yield 5-[((2R)oxiran-2-yl)methoxy]-2-(2,4-dichlorophenyl)benzoxazole as white solid (6.2 g, 28 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07125876B2
Source datasetuspto-grants-2006_10
ORD IDord-b491b45b40b0465aa5a2a0879c748e14
Source noteuspto-grants-2006_10