Reaktion #696703

Reaktionsgleichung

4-Vinylbenzyl chloride

Ethyl acetoacetate

sodium ethoxide

→

ethyl 2-(4-vinylbenzyl)-3-oxobutanoate

Ausbeute 95.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas cooled in an ice-water bath
2. 2
   TemperaturThe mixture was refluxed for 16 hours
3. 3
   Filtrationthe resulting slurry was filtered
4. 4
   Sonstigeto remove any salt
5. 5
   Sonstigethe solution collected
6. 6
   SonstigeThe solvent was removed under reduced pressure

Vorschrift

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.

Quelle