反应 #48114

反应方程式

iodine monochloride

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

→

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

溶剂

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   其他quenched by the addition of aqueous Na2S2O3 solution and aqueous NaHCO3 solution
2. 2
   其他The organic phase is separated
3. 3
   萃取the aqueous phase is extracted with ethyl acetate
4. 4
   干燥The combined organic phases are dried over sodium sulfate
5. 5
   其他the solvent is removed
6. 6
   其他The residue is chromatographed on silica gel (dichloromethane/methanol 1:0->8:1)

实验过程

A 1 M solution of iodine monochloride in dichloromethane (0.9 mL) is added to 4-(β-D-glucopyranos-1-yl)-2-(4-trimethylsilyl-benzyl)-benzonitrile (0.26 g) dissolved in dichloromethane (5 mL). The solution is stirred at room temperature for 1 h and then quenched by the addition of aqueous Na2S2O3 solution and aqueous NaHCO3 solution. The organic phase is separated and the aqueous phase is extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and the solvent is removed. The residue is chromatographed on silica gel (dichloromethane/methanol 1:0->8:1).

来源