Reacción #2467912

ord-8119c335d1fb49e5b8f2f51d4df82b50

Ecuación de reacción

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

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroOn completion of reaction
  2. 2
    Filtraciónfiltered
  3. 3
    Concentraciónconcentrated
  4. 4
    Otropurified by thy column chromatography

Procedimiento

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 tlc analysis the solution was diluted with hexane, filtered, concentrated and purified by thy 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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE043632E1uspto-grants-2012_09