Cyclohexanone → HCID 2724782, compound

Participants

Reaction Conditions

Reaction Steps

To a mixed solution of 150 ml of cyclohexanone and 120 ml of dichloromethane were added 10.0 g of D-glucose and 125 mg of anhydrous cupric chloride, and the mixture was stirred for 8.5 hours under reflux in a warm-water bath at 63° C. The refluxing solvent was continuously dried with 20 g of molecular sieves 3A which was placed between the reaction vessel and the cooling tube. The reaction solution was diluted with chloroform, washed with aqueous sodium hydrogencarbonate and water, and dried over anhydrous magnesium sulfate. The solvent and cyclohexanone were distilled off under reduced pressure, and the residue was recrystallized from ligroin, thus affording 9.6 g (51%) of 1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose. m.p. 133°-136° C.

Provenance & Evidence