Reaktion #2467916

ord-07c9c13f29d94736ba4285232f905df2

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeOn completion of reaction
  2. 2
    Waschenwas washed with dilute hydrochloric acid and water
  3. 3
    Sonstigedried
  4. 4
    Sonstigepurified by column chromatography

Vorschrift

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 tlc 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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE043632E1uspto-grants-2012_09