反応 #1447104

反応方程式

hydrochloric acid

6-(4-ethylbenzyl)-2-methoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-benzonitrile

pyridinium hydrochloride

NaOH

→

6-(4-Ethylbenzyl)-4-(β-D-glucopyranos-1-yl)-2-hydroxy-benzonitrile

溶媒

methanol

反応条件

後処理

1. 1
   温度After cooling to ambient temperature
2. 2
   その他After removal of the organic solvents
3. 3
   抽出the residue is extracted with ethyl acetate
4. 4
   乾燥the combined organic extracts are dried (sodium sulphate)
5. 5
   その他the solvent is evaporated
6. 6
   その他The remainder is purified by HPLC on reversed phase (YMC C18, acetonitrile/water)

実験手順

A mixture of 6-(4-ethylbenzyl)-2-methoxy-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-benzonitrile (0.36 g) and pyridinium hydrochloride (0.72 g) is heated at 215° C. for 1.5 h. After cooling to ambient temperature, the mixture is dissolved in methanol (8 mL) and treated with 4 M aqueous NaOH solution (2.5 mL). The solution is stirred at room temperature for 1 h and then acidified using hydrochloric acid (4 mol/L). After removal of the organic solvents, the residue is extracted with ethyl acetate, the combined organic extracts are dried (sodium sulphate) and the solvent is evaporated. The remainder is purified by HPLC on reversed phase (YMC C18, acetonitrile/water).

出典