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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270072Generated: October 26, 2026

Cesium carbonate → N-{5-Chloro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide

https://huagongshe.com/reaction/270072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Acetylamino-4-chlorophenolHCID 95258—
ReactantBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
SolventDimethylformamideHCID 6228—
ProductN-{5-Chloro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamideHCID 8660148092.3%

Reaction Steps

A mixture of N-(5-chloro-2-hydroxyphenyl)acetamide (500 mg, 2.69 mmol), (2S)-oxiran-2-ylmethyl3-nitrobenzenesulfonate (697 mg, 2.69 mmol) and Cs2CO3 (1.04 g, 3.22 mmol) in DMF (10 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-50% ethyl acetate in petroleum ether) to give the subtitled compound (600 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449475B2
Source datasetuspto-grants-2008_11
ORD IDord-ba1e445f47844faaa2ea1eba40902c38
Source noteuspto-grants-2008_11