Reacción #1869207

Ecuación de reacción

2-(2-hydroxyphenyl)-N-methylacetamide

(2S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate

cesium carbonate

→

subtitle compound

Rendimiento 28.9%

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

Rendimiento 28.9%

Disolventes

1-methylpyrrolidin-2-one

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprepared
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   Secadothe combined organic layers were dried with sodium sulphate, volatiles
4. 4
   Otrowere removed in vacuo
5. 5
   OtroThe residue was purified by recrystillaziation from ethyl acetate/heptane

Procedimiento

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.

Fuente