Reaktion #83213

ord-cd938b8859464c00a385acb447f30528

Reaktionsgleichung

O
water
N#CCc1ccc(F)cc1
4-fluorophenylacetonitrile
CCOC(=O)c1ccncc1
ethyl isonicotinate
[Na]
Sodium
N#CC(C(=O)c1ccncc1)c1ccc(F)cc1
2-(4-fluorophenyl)-3-oxo-3-(pyridin-4-yl)propanenitrile

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe solution was refluxed for 3 hours
  2. 2
    TemperaturThe reaction mixture was cooled
  3. 3
    SonstigeThe ethanol of the mixture was removed under reduced pressure
  4. 4
    WaschenThe resulting aqueous solution was washed with ether and neutralized with diluted hydrochloric acid
  5. 5
    SonstigeThe separated solid was collected
  6. 6
    Waschenwashed with water
  7. 7
    Sonstigedried

Vorschrift

Sodium (2.48 g) was dissolved in dry ethanol (37 ml) under nitrogen atmosphere. To the solution was added 4-fluorophenylacetonitrile (11.65 g) and ethyl isonicotinate (16.41 ml) and the solution was refluxed for 3 hours. The reaction mixture was cooled and poured into water. The ethanol of the mixture was removed under reduced pressure. The resulting aqueous solution was washed with ether and neutralized with diluted hydrochloric acid. The separated solid was collected, washed with water and dried to give 2-(4-fluorophenyl)-3-oxo-3-(pyridin-4-yl)propanenitrile (16.43 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05624931uspto-grants-1997_04