تفاعل #43690

معادلة التفاعل

2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-(4-methylbenzyl)benzo[b]thiophene

ethanethiol

potassium carbonate

→

title compound

المردود 32.0%

2-(β-D-Glucopyranosyl)-7-(4-methylbenzyl)benzo[b]thiophene

المردود 32.0%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   استخلاصThe mixture was extracted with ethyl acetate
2. 2
   غسيلThe organic layer washed with brine
3. 3
   تجفيفdried over anhydrous magnesium sulfate
4. 4
   أخرىThe solvent was removed under reduced pressure
5. 5
   أخرىthe residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1)

الإجراء التجريبي

To a solution of 2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-(4-methylbenzyl)benzo[b]thiophene (0.95 g) and ethanethiol (1.8 mL) in dichloromethane (15 mL) was added boron trifluoride diethyl ether complex (2.1 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 hours, and a saturated potassium carbonate aqueous solution was added to the mixture. The mixture was extracted with ethyl acetate. The organic layer washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1) to give the title compound (0.16 g).

المصدر