反応 #48111

反応方程式

2-Bromoethyl methyl ether

4-(β-D-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzonitrile

cesium carbonate

water

→

4-(β-D-glucopyranos-1-yl)-2-(4-methoxyethoxy-benzyl)-benzonitrile

溶媒

dimethylformamide

brine

反応条件

後処理

1. 1
   workup.ADDITIONare added
2. 2
   抽出The resulting mixture is extracted with ethyl acetate
3. 3
   乾燥the combined extracts are dried over sodium sulphate
4. 4
   その他the solvent is removed under reduced pressure
5. 5
   その他The residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0->5:1)

実験手順

2-Bromoethyl methyl ether (85 μl) is added to a mixture of 4-(β-D-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzonitrile (0.30 g) and cesium carbonate (0.39 g) in 3 mL of dimethylformamide. The mixture is stirred at 80° C. for 16 h, before water and brine are added. The resulting mixture is extracted with ethyl acetate, the combined extracts are dried over sodium sulphate and the solvent is removed under reduced pressure. The residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0->5:1).

出典