تفاعل #1447103

معادلة التفاعل

sodium hydroxide

1-cyano-3-(4-ethylbenzyl)-2-methyl-5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-benzene

hydrochloric acid

→

1-Cyano-3-(4-ethylbenzyl)-5-(β-D-glucopyranos-1-yl)-2-methyl-benzene

المذيبات

methanol

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter removal of the organic solvents
2. 2
   workup.ADDITIONthe residue is diluted with aqueous sodium bicarbonate solution
3. 3
   استخلاصthe resulting mixture is extracted with ethyl acetate
4. 4
   تجفيفThe combined organic extracts are dried (sodium sulphate)
5. 5
   أخرىthe solvent is evaporated
6. 6
   أخرىThe remainder is purified by chromatography on silica gel (dichloromethane/methanol 1:0->8:1)

الإجراء التجريبي

Aqueous sodium hydroxide solution (1.7 mL, 4 mol/L) is added to 1-cyano-3-(4-ethylbenzyl)-2-methyl-5-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-benzene (0.85 g) dissolved in methanol (6 mL) and THF (3 mL). The solution is stirred at room temperature for 1 h and then neutralized with hydrochloric acid (1 mol/L). After removal of the organic solvents, the residue is diluted with aqueous sodium bicarbonate solution and the resulting mixture is extracted with ethyl acetate. The combined organic extracts are dried (sodium sulphate) and the solvent is evaporated. The remainder is purified by chromatography on silica gel (dichloromethane/methanol 1:0->8:1).

المصدر