Reacción #5123

Ecuación de reacción

3-methylbenzyl chloride

ethyl acrylate

tri-n-butyltin hydride

→

ethyl-4-(3-methylphenyl)butanoate

Disolventes

toluene

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwhich was added to the above mixture over a period of 2 hours
2. 2
   TemperaturaThis reaction mixture was further heated at the boiling temperature for 2 hours
3. 3
   Temperaturacooled to the ambient temperature
4. 4
   OtroThe residues obtained
5. 5
   Otroafter removing the solvent from the mixture
6. 6
   Otrowere purified by silica gel column chromatography

Procedimiento

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.

Fuente