Formaldehyde → N-Methyldeoxynojirimycin

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.

1. customAfter completion of the reaction
2. customthe catalyst is separated by filtration
3. additioncontaining about 100 ml of Dowex 50 W×4 (H)
4. washand after washing the column
5. washthe resulting adsorbed substances are eluted with 1% aqueous ammonia
6. washThe resulting elute
7. customthe remaining colorless crystal is recrystallized from ethanol

ORD record

ord-d48cb27fd2fb48e59a0205cc8a3b8c42

Source dataset

uspto-grants-1982_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04339585