Reacción #550708

Ecuación de reacción

farnesyl carboxylic acid

farnesol

triethylamine

2-chloro-1-methylpyridinium iodide

→

titled compound

Rendimiento 78.7%

Farnesyl farnesyl carboxylate

Rendimiento 78.7%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter complete addition
2. 2
   Temperaturathe reaction mixture was heated
3. 3
   Otrofor three hours
4. 4
   TemperaturaAfter cooling
5. 5
   Lavadothe mixture was washed with water
6. 6
   Secadodried (Na2SO4)
7. 7
   OtroThe solvent was removed in vacuo
8. 8
   Otrogave a pale yellow oil
9. 9
   OtroThis material was purified by silica gel chromatography

Procedimiento

A mixture of farnesyl carboxylic acid (5.0 g), farnesol (4.44 g) and triethylamine (4.85 g) was added dropwise at room temperature to a stirred solution of 2-chloro-1-methylpyridinium iodide (5.61 g) in 40 ml of toluene. After complete addition, the reaction mixture was heated on boiled water bath for three hours. After cooling, the mixture was washed with water and dried (Na2SO4). The solvent was removed in vacuo and gave a pale yellow oil. This material was purified by silica gel chromatography by using n-hexane and gave 7.15 g of the titled compound.

Fuente