反応 #1869207

反応方程式

2-(2-hydroxyphenyl)-N-methylacetamide

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

cesium carbonate

→

subtitle compound

収率 28.9%

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

収率 28.9%

溶媒

1-methylpyrrolidin-2-one

water

反応条件

後処理

1. 1
   その他prepared
2. 2
   抽出extracted with ethyl acetate
3. 3
   乾燥the combined organic layers were dried with sodium sulphate, volatiles
4. 4
   その他were removed in vacuo
5. 5
   その他The residue was purified by recrystillaziation from ethyl acetate/heptane

実験手順

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.

出典