Reaktion #1861458

ord-ab40628c9700428f9cbe77a1ef5703df

Lösungsmittel

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter the solvent was removed by a rotary evaporator
  2. 2
    workup.ADDITIONthe solid residue was treated with 1N NaOH (30 ml)
  3. 3
    Extraktionthe resulting mixture was extracted with EtOAc (4×50 ml)
  4. 4
    Sonstigedried
  5. 5
    SonstigeEvaporation of the solvent under reduced pressure
  6. 6
    Sonstigeafforded the crude product, which
  7. 7
    Sonstigewas purified by flash silica gel column chromatography (eluting with 5-20% MeOH in DCM)

Vorschrift

N-cinnamyl phthalimide (3 mmol) was mixed with 65% hydrazine hydrate (6 mmol, 2 equiv) and MeOH (10 ml), and the mixture was heated at 70° C. for 2 h. After the solvent was removed by a rotary evaporator, the solid residue was treated with 1N NaOH (30 ml), and the resulting mixture was extracted with EtOAc (4×50 ml) and dried. Evaporation of the solvent under reduced pressure afforded the crude product, which was purified by flash silica gel column chromatography (eluting with 5-20% MeOH in DCM) to give cinnamyl amine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09260382B2uspto-grants-2016_02