Sodium Cyanide → 4-Amino-1-methoxy-piperidine-4-carbonitrile

HRID 1022369

Reaktionsgleichung

Reaktionsgleichung von HRID 1022369
[CH3:1][O:2][N:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.[Cl-].[NH4+:11].[C-:12]#[N:13].[Na+]>[OH-].[NH4+].O>[NH2:11][C:6]1([C:12]#[N:13])[CH2:7][CH2:8][N:3]([O:2][CH3:1])[CH2:4][CH2:5]1

Komponenten

6

Edukt 3

HCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 199366531-Methoxypiperidin-4-one

Produkt 1

HCID 596145944-Amino-1-methoxy-piperidine-4-carbonitrileAusbeute 68,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 14923Ammonium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To 10 g of N-methoxy-4-piperidone (J. Org. Chem. 1961, 26, 1867-74) in 240 ml ammoniumhydroxide 25% in water there are added 6.2 g of ammoniumchloride and 4.6 g of sodium cyanide. After stirring for 18 h at 25° C. the reaction mixture is diluted with 200 ml water and extracted with ethyl acetate. The organic phase is separated, dried over sodium sulphate, filtered and evaporated. 8.25 g of 4-amino-1-methoxy-piperidine-4-carbonitrile is obtained as light brow oil, which is used without further purification in the next step.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. customThe organic phase is separated
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f4e338df5ee04a02bd6e4dab3868329c
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722578B2

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