Acetone → 2,3:4,5-Di-o-isopropylidene-beta-D-fructopyranose

Participants

Reaction Conditions

Reaction Steps

A mixture of 200 grams of D-fructose, 2 liters of acetone, 2 liters of pentane and 8 grams of ferric chloride is stirred and heated to reflux temperature. The reaction water is condensed and removed using a Dean-Stark type water separator. After the theoretical amount of water is removed, the mixture is cooled to 0° C., neutralized with 7 grams of sodium hydroxide in 10 milliliters of water and filtered. The filtrate is treated with 10 grams Norite SG, refiltered, and then concentrated to a syrup which is crystallized from ether-pentane to give 164.4 grams of product, m.p. 94°-95° C.

Provenance & Evidence