Reaktion #5123

Reaktionsgleichung

3-methylbenzyl chloride

ethyl acrylate

tri-n-butyltin hydride

→

ethyl-4-(3-methylphenyl)butanoate

Lösungsmittel

toluene

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwhich was added to the above mixture over a period of 2 hours
2. 2
   TemperaturThis reaction mixture was further heated at the boiling temperature for 2 hours
3. 3
   Temperaturcooled to the ambient temperature
4. 4
   SonstigeThe residues obtained
5. 5
   Sonstigeafter removing the solvent from the mixture
6. 6
   Sonstigewere purified by silica gel column chromatography

Vorschrift

A mixture of 14.0 g of 3-methylbenzyl chloride and 50.0 g of ethyl acrylate dissolved in 300 ml of dry toluene was heated to 110° C. Separatively, 3.0 g of 2,2'-azobisisobutyronitrile(AIBN) and 32.0 g of tri-n-butyltin hydride were dissolved in 200 ml of dry toluene, which was added to the above mixture over a period of 2 hours. This reaction mixture was further heated at the boiling temperature for 2 hours and then cooled to the ambient temperature. The residues obtained after removing the solvent from the mixture were purified by silica gel column chromatography to provide ethyl-4-(3-methylphenyl)butanoate.

Quelle