1-Benzyl-3-methyl-4-piperidone → 1-Benzyl-3-methylpiperidin-4-ol

HRID 1867396Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1867396
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 5609651-Benzyl-3-methyl-4-piperidoneHCID 4311764Sodium borohydride

Produkt 1

HCID 136114921-Benzyl-3-methylpiperidin-4-olAusbeute 102,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Benzyl-3- methyl-piperidin-4-one (2.0 g, 10 mmol) was dissolved in MeOH (10 ml), cooled to 0° C. and sodium borohydride (0.2 g, 5 mmol) was added portionwise. The reaction was allowed to reach room temperature and stirred overnight after which time the solvent was removed under vacuum, the residue redissolved in CH2Cl2, washed with water, dried (Na2SO4) and concentrated to afford the title compound (2.1 g, quant), a 3:1 mixture of diasteriomers (trans:cis) as gum. MS: 206.2 (MH+).

Aufarbeitung

  1. customto reach room temperature
  2. customwas removed under vacuum
  3. dissolutionthe residue redissolved in CH2Cl2
  4. washwashed with water
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-11463f45e6604c3e94b264e4044cc1bd
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07632829B2

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