Reacción #696703

ord-2068622bef2e4f6bb930d7ee2f308d0b

Ecuación de reacción

C=Cc1ccc(CCl)cc1
4-Vinylbenzyl chloride
CCOC(=O)CC(C)=O
Ethyl acetoacetate
CC[O-].[Na+]
sodium ethoxide
C=Cc1ccc(CC(C(C)=O)C(=O)OCC)cc1
ethyl 2-(4-vinylbenzyl)-3-oxobutanoate
Rendimiento 95.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas cooled in an ice-water bath
  2. 2
    TemperaturaThe mixture was refluxed for 16 hours
  3. 3
    Filtraciónthe resulting slurry was filtered
  4. 4
    Otroto remove any salt
  5. 5
    Otrothe solution collected
  6. 6
    OtroThe solvent was removed under reduced pressure

Procedimiento

Ethyl acetoacetate (27.61 g, 0.21 mol) was dissolved in ethanol (100 ml) which was cooled in an ice-water bath, and sodium ethoxide (15.59 g, 0.22 mol) was added. 4-Vinylbenzyl chloride (33.92 g, 0.2 mole) was added. The mixture was refluxed for 16 hours, then the resulting slurry was filtered to remove any salt, and the solution collected. The solvent was removed under reduced pressure to give ethyl 2-(4-vinylbenzyl)-3-oxobutanoate in the form of a light red liquid (49 g) in 95% yield.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05998092uspto-grants-1999_12