HYDROGENOLYSIS OF CARBOHYDRATES: IX. FORMATION OF 2,6-ANHYDRO-β-<scp>D</scp>-FRUCTOFURANOSE AND ETHYL α- AND β-<scp>D</scp>-FRUCTOFURANOSIDE FROM SUCROSE

Abstract

A compound formed during the hydrogenolysis of sucrose in ethanol or dioxane at 180 °C, in the presence of copper chromium oxide catalyst, has been characterized as 2,6-anhydro-β-D-fructofuranose (2,5-anhydro-α-D-fructopyranose), a new type of anhydro-ketose. Ethyl α- and β-D-fructofuranosides are also produced when the hydrogenolysis reaction is carried out in ethanol, and various derivatives of these anomeric ketosides have been prepared.