Acetone → 2,3-O-Isopropylidene-D-ribofuranose

Participants

Reaction Conditions

Reaction Steps

To 500 ml of acetone were added 20.0 g of D-ribose and 250 mg of anhydrous cupric chloride, and the mixture was stirred for 5 hours under reflux in a warm-water bath at 58° C. The refluxing solvent was continuously dried with 30 g of molecular sieves 3A which was placed between the reaction vessel and the cooling tube. After the conclusion of the reaction, a small amount of aqueous sodium hydrogencarbonate is added to the reaction mixture, and the acetone was distilled off under reduced pressure. The residue was dissolved in benzene, and the solution was washed with aqueous sodium hydrogencarbonate and water, and dried over anhydrous magnesium sulfate. The benzene was distilled off under reduced pressure and the residue was subjected to distillation under reduced pressure, producing 13 g (51%) of 2,3-O-isopropylidene-D-ribofuranose as a fraction of 109°-112° C./0.04 mmHg.

Provenance & Evidence