Reacción #55265

Ecuación de reacción

(E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol

2-thienylacetyl chloride

→

end product

(E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol bis-2-thienylacetate

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooling
2. 2
   Extracciónextraction
3. 3
   LavadoThe ether layer was washed successively with dilute hydrochloric acid, aqueous sodium hydrogencarbonate and water
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONThe solvent was distilled off
6. 6
   Otroto give an oily substance, which
7. 7
   Otrowas then purified by a column chromatography with silica gel (15 g)

Procedimiento

To a solution of 1.0 g of (E,Z,E) and (E,E,E)-7-hydroxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraen-1-ol in 5 ml of anhydrous pyridine was added dropwise 2 ml of 2-thienylacetyl chloride under ice-cooling. After 1 hour, ice-water was added and extraction was done with ethyl ether. The ether layer was washed successively with dilute hydrochloric acid, aqueous sodium hydrogencarbonate and water and dried over anhydrous sodium sulfate. The solvent was distilled off to give an oily substance, which was then purified by a column chromatography with silica gel (15 g) to afford 1.1 g of the end product.

Fuente