تفاعل #1447104

معادلة التفاعل

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

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to ambient temperature
2. 2
   أخرىAfter removal of the organic solvents
3. 3
   استخلاصthe residue 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 HPLC on reversed phase (YMC C18, acetonitrile/water)

الإجراء التجريبي

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).

المصدر