Sodium Cyanide → 4-Amino-1-t-butyl4-cyano-piperidine

HRID 1179169Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1179169
[C:1]([N:5]1[CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C-:12]#[N:13].[Na+].[NH4+:15].[Cl-]>N.CO>[NH2:15][C:8]1([C:12]#[N:13])[CH2:9][CH2:10][N:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:6][CH2:7]1

Komponenten

6

Edukt 3

HCID 8929Sodium CyanideHCID 25517Ammonium ChlorideHCID 738401-tert-Butyl-4-piperidone

Produkt 1

HCID 220632024-Amino-1-t-butyl4-cyano-piperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 222AmmoniaLösungsmittel2×HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

1-t-Butyl-4-piperidone (1.3 g, 8.4 mmol, 1.0 equiv), NaCN (0.61 g, 12.6 mmol, 1.5 equiv), and NH4Cl (0.67 g, 12.6 mmol, 1.5 equiv) were combined in 34 mL of 2 M NH3 in MeOH. The mixture was refluxed for 2 h at which time an additional 34 mL of 2 M NH3 in MeOH was added followed by another 2 h at reflux. The mixture was cooled and filtered. The filtrate was concentrated in vacuo and the residue was triturated with CH2Cl2 and filtered again. The solution was concentrated to a thick red oil which was used without further purification; MS, m/z 182=M+1.

Aufarbeitung

  1. additionwas added
  2. temperatureat reflux
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo
  6. customthe residue was triturated with CH2Cl2
  7. filtrationfiltered again
  8. concentrationThe solution was concentrated to a thick red oil which
  9. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-01e3e06a47054a8198aad7d0b833adf3
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279472B2

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