Reaktion #54248

ord-e571c060f05d484fa41ce6089969dd32

Reaktionsgleichung

NCCNc1ccccc1
N-phenylethylenediamine
O=C1CCN(Cc2ccccc2)CC1
1-benzyl-4-piperidone
[BH3-]C#N.[Na+]
sodium cyanoborohydride
c1ccc(CN2CCC(NCCNc3ccccc3)CC2)cc1
1-benzyl-4-(2-phenylaminoethylamino)-piperidine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationAfter 72 hours the mixture is filtered
  2. 2
    workup.DISSOLUTIONthe residue dissolved in water
  3. 3
    ExtraktionIt is extracted with methylene chloride
  4. 4
    Sonstigedried
  5. 5
    Sonstigeevaporated

Vorschrift

To the solution of 12.6 g of N-phenylethylenediamine in 200 ml of methanol, 50 ml of 4.1 N ethanolic hydrogen chloride are added dropwise followed by 18.9 g of 1-benzyl-4-piperidone in 100 ml of methanol. Then, 9.45 g sodium cyanoborohydride are added in portions while stirring at room temperature. After 72 hours the mixture is filtered, the residue dissolved in water and the solution made basic with 12.5% aqueous sodium hydroxide. It is extracted with methylene chloride, dried and evaporated to yield the 1-benzyl-4-(2-phenylaminoethylamino)-piperidine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04147786uspto-grants-1979_04