Methanol → phenyl beta-D-glucopyranoside

Participants

Reaction Steps

To phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (21.2 g) were added methanol (120 ml) and 28% sodium methylate (0.28 ml) and the mixture was refluxed with stirring for 5 hours. After the reaction solution was cooled, acetic acid (0.1 ml) was added and the mixture was stirred for 30 minutes. Concentration of the reaction solution and crystallization with ethanol (180 ml) gave 10.0 g (yield 78%) of phenyl-β-D-glucopyranoside. Melting point: 177.0° C.

Provenance & Evidence