Ammonia → 4-Amino-1-(1-phenyl-ethyl)-piperidine-4-carbonitrile

HRID 1665198Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1665198
[C:1]1([CH:7]([N:9]2[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[NH4+:17].[NH3:18].[C-:19]#N.[Na+]>O>[NH2:17][C:12]1([C:19]#[N:18])[CH2:13][CH2:14][N:9]([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH3:8])[CH2:10][CH2:11]1

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 119596271-(1-Phenylethyl)piperidin-4-one

Produkt 1

HCID 671207084-Amino-1-(1-phenyl-ethyl)-piperidine-4-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a mixture of 1-(1-phenyl-ethyl)-piperidin-4-one (10.9 g, 53.6 mmol), ammonium chloride (4.3 g, 80.4 mmol) and 30% aqueous ammonia solution (30 ml) in water (30 ml) at room temperature is added sodium cyanide (4.0 g, 81.6 mmol) portion wise. The reaction mixture is stirred at room temperature for 18 hours, then diluted with water and extracted with DCM. The organic phase is washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to obtain 4-Amino-1-(1-phenyl-ethyl)-piperidine-4-carbonitrile as a brown oil; [M+H]+ 230.

Aufarbeitung

  1. extractionextracted with DCM
  2. washThe organic phase is washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6cd978965f984d5ba777055415e707e1
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08039472B2

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