Formaldehyde → N-Methyl-1-Deoxynojirimycin

Participants

Reaction Steps

179 mg of nojirimycin is dissolved in 20 ml of water, followed by adding 1 ml of formalin, adding about 0.5 ml of Raney nickel catalyst and stirring in a hydrogen stream, at ordinary temperature, under atmospheric pressure, for 3 hours. After completion of the reaction, the catalyst is separated by filtration; the resulting filtrate is passed through a column containing about 100 ml of Dowex 50 W×4 (H); and after washing the column, the resulting adsorbed substances are eluted with 1% aqueous ammonia. The resulting elute is brought to dryness under reduced pressure, and the remaining colorless crystal is recrystallized from ethanol to obtain N-methyl moranoline.

Provenance & Evidence