Réaction #75234

Équation de réaction

solanesol

sodium hydrogencarbonate

stearic acid

→

3,7,11,15,19,23,27,31,35-Nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl stearate

Solvants

water

chloroform

Conditions de réaction

Traitement

1. 1
   Températurethe solution was refluxed
2. 2
   AutreAfter completion of the reaction
3. 3
   workup.ADDITIONadded with about 10 g
4. 4
   ExtractionAfter extraction with ether
5. 5
   Lavagethe ether layer was washed with water
6. 6
   workup.DISTILLATIONsubjected to distillation under reduced pressure
7. 7
   AutreThe residual oily substance was purified by column chromatography with 100 g
8. 8
   Autreof silica gel to obtain 12.5 g

Mode opératoire

16 Grams of solanesol, 7.5 g. of stearic acid and 10 g. of polyphosphoric acid ethyl ester were dissolved in 40 ml of chloroform and the solution was refluxed under stirring for 4 hours. After completion of the reaction, the reaction product was poured in water and added with about 10 g. of sodium hydrogencarbonate to decompose the polyphosphoric acid ester. After extraction with ether, the ether layer was washed with water and subjected to distillation under reduced pressure. The residual oily substance was purified by column chromatography with 100 g. of silica gel to obtain 12.5 g. (54.8%) of white solid (m.p. 36°-37° C.).______________________________________Elementary analysis as C63H108O2 : C H______________________________________Theoretical (%): 84.31 12.13Found (%): 84.27 12.11______________________________________

Source