Hydrochloric Acid → HCID 2724782, compound

Participants

Reaction Conditions

Reaction Steps

To a mixed solution of 150 ml of dimethoxyethane and 50 ml of cyclohexanone were added 10.0 g of D-glucose, 150 mg of cupric hydroxide and 1 ml of a 2 mole/l solution of hydrogen chloride in dioxane, and the mixture was stirred for 7 hours under reflux in an oil bath at 95° C. The refluxing solvent was continuously dried with 20 g of molecular sieve 3A which was placed between the reaction vessel and the cooling tube. After the conclusion of the reaction, the reaction solution was diluted with benzene, washed with aqueous sodium hydrogencarbonate and water, and dried over anhydrous magnesium sulfate. When the solvent and cyclohexanone were distilled off under reduced pressure, there was obtained 15.5 g (82.1%) of 1,2:5,6-di-O-cyclohexylidene-α-D-glucofuranose as a residue. The compound, when recrystallized from ligroin, showed a melting point of 133° to 135° C.

Provenance & Evidence