반응 #43690

반응 방정식

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

ethanethiol

potassium carbonate

→

title compound

수율 32.0%

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

수율 32.0%

용매

dichloromethane

반응 조건

후처리

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

실험 절차

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).

출처