Reacción #56589

ord-901fe90822074569b8cf828c6454cb2a

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
O=C(O)CCCc1ccccc1
4-phenylbutanoic acid
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCOC(=O)CCCc1ccccc1
1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-(4-phenylbutanoyloxy)propane

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe mixture was filtered
  2. 2
    Concentraciónconcentrated
  3. 3
    Otropurified by flash chromatography

Procedimiento

A solution of 1,3-dicyclohexylcarbodiimide (710 mg, 3.45 mmol) and 4-(N,N-dimethylamino)pyridine (475 mg, 3.9 mmol) in methylene chloride (10 ml) was added to a solution of 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane (1 g, 3 mmol) and 4-phenylbutanoic acid (520 mg, 3.15 mmol) in methylene chloride (15 ml). The resultant mixture was stirred at room temperature under nitrogen until it was complete as indicated by tlc. The mixture was filtered, concentrated and purified by flash chromatography to yield 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-(4-phenylbutanoyloxy)propane.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE040480E1uspto-grants-2008_09