Reacción #83213

ord-cd938b8859464c00a385acb447f30528

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe solution was refluxed for 3 hours
  2. 2
    TemperaturaThe reaction mixture was cooled
  3. 3
    OtroThe ethanol of the mixture was removed under reduced pressure
  4. 4
    LavadoThe resulting aqueous solution was washed with ether and neutralized with diluted hydrochloric acid
  5. 5
    OtroThe separated solid was collected
  6. 6
    Lavadowashed with water
  7. 7
    Otrodried

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05624931uspto-grants-1997_04