Réaction #56583

ord-cbcdcbb4942040c9a316d6870efd219d

Équation de réaction

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

Conditions de réaction

Température
0°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreOn completion of reaction
  2. 2
    Lavagewas washed with dilute hydrochloric acid and water
  3. 3
    Autredried
  4. 4
    Autrepurified by column chromatography

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE040480E1uspto-grants-2008_09