반응 #48114

반응 방정식

iodine monochloride

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

→

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

용매

dichloromethane

dichloromethane

반응 조건

후처리

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

실험 절차

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).

출처