تفاعل #48114

معادلة التفاعل

iodine monochloride

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

→

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

المذيبات

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر