Ethanol → HCID 70874206, compound

Participants

Reaction Steps

To a mixture of D-(−)-fructose (50 g, 277.5 mmol) in benzyl amine (100 ml) was added benzyl ammonium chloride (30 g, 208 mmol) at room temperature. The mixture was stirred for 6 hours, at which time ethanol (50 ml) was added to make the mixture homogenous. After stirring overnight, another portion of ethanol (50 ml) was added resulting in a homogenous mixture. After 2 hours, water (150 ml) was added and the stirring was continued for 3 hours. The resulting suspension was separated by filtration, and the filtered material was washed with cold aqueous ethanol and dried under vacuum to constant weight, giving 21.3 g of title compound as a white solid. The mother liquor contained N,N′-dibenzyl-1,2-diamino-1,2-dideoxy-D-mannopyranose along with N,N′-dibenzyl-1,2-diamino-1,2-dideoxy-D-glucopyranose.

Provenance & Evidence