Cyclohexanone → HCID 2724782, compound

Participants

Reaction Conditions

Reaction Steps

To a mixed solution consisting of 150 ml of cyclohexanone and 120 ml of dichloromethane were added 10.0 g of D-glucose and 299 mg of antimony pentachloride, and the mixture was refluxed with stirring in a water bath of 68° C. for 8 hours. During this reaction, the refluxing solvent was dried with 35 g of Molecular Sieves 3A interposed between the reaction vessel and the condenser. After completion of the reaction, 1.71 g of the starting sugar was recovered by filtration, and the reaction solution was diluted with chloroform, washed with aqueous sodium bicarbonate and water, and subsequently dried over anhydrous magnesium sulfate. The solvents including cyclohexanone were distilled off under reduced pressure, and the residue was recrystallized from ligroin to give 12.6 g (66.4%) of 1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose, m.p. 133°-136° C.

Provenance & Evidence