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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1782025Generated: October 30, 2026

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

https://huagongshe.com/reaction/1782025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
Reactant2-(2-hydroxyphenyl)-N-methylacetamideHCID 21712311—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-Methyl-2-{2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamideHCID 8661285228.9%

Reaction Steps

A mixture of 2-(2-hydroxyphenyl)-N-methylacetamide (1.00 g, 6.1 mmol) prepared according to a known procedure (Bernd, Peschke, Eur. J. Med. Chem., 2000, 35, 599-618), (2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (1.58 g, 6.1 mmol) and cesium carbonate (2.37 g, 7.3 mmol) in 1-methylpyrrolidin-2-one (15 ml) was stirred at room temperature overnight. The mixture was diluted with water and extracted with ethyl acetate, the combined organic layers were dried with sodium sulphate, volatiles were removed in vacuo. The residue was purified by recrystillaziation from ethyl acetate/heptane; (390 mg) of the subtitle compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07498338B2
Source datasetuspto-grants-2009_03
ORD IDord-114f061e04114a049b83470f3a2890ef
Source noteuspto-grants-2009_03