Reacción #56583

ord-cbcdcbb4942040c9a316d6870efd219d

Ecuación de reacción

CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)Cl
z,z,z-Octadeca-6,9,12-trienoyl chloride
OCCCCCO
1,5-dihydroxypentane
CCN(CC)CC
triethylamine
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCCCO
1-(z,z,z-octadeca-6,9,12-trienoyloxy)-5-hydroxypentane

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroOn completion of reaction
  2. 2
    Lavadowas washed with dilute hydrochloric acid and water
  3. 3
    Otrodried
  4. 4
    Otropurified by column chromatography

Procedimiento

z,z,z-Octadeca-6,9,12-trienoyl chloride (2 g) was added dropwise to a solution of 1,5-dihydroxypentane (3.5 g), triethylamine (0.94 ml) and 4-(N,N-dimethylamino)pyridine (0.2 g) in methylene chloride (50 ml) with stirring at 0° C. under nitrogen. On completion of reaction as evidenced by tic the reaction mixture was washed with dilute hydrochloric acid and water, dried and purified by column chromatography yielding 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-5-hydroxypentane as a pale yellow oil.

Fuente

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