反应详情

To a mixture of 2'-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-6'-hydroxyacetophenone (965 mg), benzo[b]furan-5-carbaldehyde (350 mg) and ethanol (10 ml) is added dropwise a 50% aqueous potassium hydroxide solution (2 ml), and the mixture is stirred at room temperature overnight. The mixture is evaporated to remove the solvent under reduced pressure, and to the residue are added water and diisopropyl ether. The mixture is stirred, and the aqueous layer is obtained by separation. The aqueous layer is neutralized by using a 10% hydrochloric acid under ice-cooling, and extracted with ethyl acetate. The resulting organic layer is washed with water, dried, and evaporated to remove the solvent to give crude 2'-(β-D-glucopyranosyloxy)-6'-hydroxy-3-(5-benzo[b]furanyl)acrylophenone.

1. customThe mixture is evaporated
2. customto remove the solvent under reduced pressure
3. additionto the residue are added water and diisopropyl ether
4. stirringThe mixture is stirred
5. customthe aqueous layer is obtained by separation
6. temperaturecooling
7. extractionextracted with ethyl acetate
8. washThe resulting organic layer is washed with water
9. customdried
10. customevaporated
11. customto remove the solvent