Reaction #2122487

Reaction equation

sodium borohydride

1-methoxy-piperidin-4-one

ammonium chloride

→

1-methoxy-piperidin-4-ol

Yield 89.8%

Solvents

ethanol

ethanol

Conditions

Workup

1. 1
   Otherwas kept in the range of 15-20° C
2. 2
   Otherthe solvent evaporated
3. 3
   OtherThe residue was purified by chromatography on silica gel

Procedure

Under an atmosphere of argon, 200 ml ethanol was cooled to 10° C. and 3.7 g sodium borohydride was added. A solution of 25 g 1-methoxy-piperidin-4-one (prepared according to J. Org. Chem. 1961, 26, 1867-74) in 200 ml ethanol was added to the stirred suspension, while the temperature was kept in the range of 15-20° C. Then the mixture was stirred at ambient temperature for 3 hours. 50 ml aqueous ammonium chloride was added slowly and then the solvent evaporated. The residue was purified by chromatography on silica gel, using ethyl acetate as a solvent. Thus, 22.8 g 1-methoxy-piperidin-4-ol was obtained.

Source