Réaction #2122487

ord-ee4279eae629444bacc75cdd21ca8e1d

Équation de réaction

[BH4-].[Na+]
sodium borohydride
CON1CCC(=O)CC1
1-methoxy-piperidin-4-one
[Cl-].[NH4+]
ammonium chloride
CON1CCC(O)CC1
1-methoxy-piperidin-4-ol
Rendement 89.8%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08574607B2uspto-grants-2013_11