Réaction #696703

ord-2068622bef2e4f6bb930d7ee2f308d0b

Équation de réaction

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
Rendement 95.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas cooled in an ice-water bath
  2. 2
    TempératureThe mixture was refluxed for 16 hours
  3. 3
    Filtrationthe resulting slurry was filtered
  4. 4
    Autreto remove any salt
  5. 5
    Autrethe solution collected
  6. 6
    AutreThe solvent was removed under reduced pressure

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05998092uspto-grants-1999_12