Реакция #75234

ord-abea3c8d56614949a76c3cd6cd77318a

Уравнение реакции

CC(C)=CCC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CC/C(C)=C/CO
solanesol
O=C([O-])O.[Na+]
sodium hydrogencarbonate
CCCCCCCCCCCCCCCCCC(=O)O
stearic acid
CCCCCCCCCCCCCCCCCC(=O)OCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C
3,7,11,15,19,23,27,31,35-Nonamethyl-2,6,10,14,18,22,26,30,34-hexatriacontanonaenyl stearate

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураthe solution was refluxed
  2. 2
    ДругоеAfter completion of the reaction
  3. 3
    workup.ADDITIONadded with about 10 g
  4. 4
    ЭкстракцияAfter extraction with ether
  5. 5
    Промывкаthe ether layer was washed with water
  6. 6
    workup.DISTILLATIONsubjected to distillation under reduced pressure
  7. 7
    ДругоеThe residual oily substance was purified by column chromatography with 100 g
  8. 8
    Другоеof silica gel to obtain 12.5 g

Методика

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______________________________________

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04175139uspto-grants-1979_11