반응 #48104

반응 방정식

sodium chloride

Iodocyclopentane

1-chloro-4-(β-D-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene

caesium carbonate

caesium carbonate

iodocyclopentane

→

1-Chloro-2-(4-cyclopentyloxybenzyl)-4-(β-D-glucopyranos-1-yl)-benzene

용매

dimethylformamide

반응 조건

후처리

1. 1
   workup.ADDITIONare added
2. 2
   workup.ADDITIONis added
3. 3
   추출the resulting mixture is extracted with ethyl acetate
4. 4
   건조The organic phase is dried over sodium sulfate
5. 5
   기타the solvent is removed
6. 6
   기타the residue is purified

실험 절차

0.16 mL Iodocyclopentane are added to a mixture of 0.25 g 1-chloro-4-(β-D-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene and 0.4 g caesium carbonate in 2.5 mL of dimethylformamide. The mixture is stirred for 4 h at 45° C., before another 0.1 g caesium carbonate and 0.05 ml iodocyclopentane are added. After another 14 h stirring at 45° C. aqueous sodium chloride solution is added and the resulting mixture is extracted with ethyl acetate. The organic phase is dried over sodium sulfate, the solvent is removed and the residue is purified using silica gel (dichloromethane/methanol 1:0->5:1).

출처