تفاعل #48104

معادلة التفاعل

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

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر