Реакция #56579

ord-12e1b6c647304b9a9fbd0f57e4f2eb63

Уравнение реакции

C(=NC1CCCCC1)=NC1CCCCC1
1,3-dicyclohexylcarbodiimide
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCO
1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane
CCCCCCCC/C=C\CCCCCCCC(=O)O
z-octadeca-9-enoic acid
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCOC(=O)CCCCCCC/C=C\CCCCCCCC
1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-(z-octadeca-9-enoyloxy)propane

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеOn completion of reaction
  2. 2
    Фильтрацияfiltered
  3. 3
    Концентрированиеconcentrated
  4. 4
    Другоеpurified
  5. 5
    Другоеby dry column chromatography

Методика

A solution of 1,3-dicyclohexylcarbodiimide (23.7 g) and 4-(N,N-dimethylamino)pyridine (15.9 g) in methylene chloride (200 ml) was added to a solution of 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane (33.6 g) and z-octadeca-9-enoic acid (30 g) in methylene chloride (400 ml) under nitrogen at room temperature. On completion of reaction as evidenced by tic analysis the solution was diluted with hexane, filtered, concentrated and purified by dry column chromatography to yield 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-(z-octadeca-9-enoyloxy)propane as a free flowing pale yellow oil.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE040480E1uspto-grants-2008_09