Réaction #56579

Équation de réaction

1,3-dicyclohexylcarbodiimide

1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane

z-octadeca-9-enoic acid

→

1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-(z-octadeca-9-enoyloxy)propane

Solvants

hexane

methylene chloride

methylene chloride

Conditions de réaction

Traitement

1. 1
   AutreOn completion of reaction
2. 2
   Filtrationfiltered
3. 3
   Concentrationconcentrated
4. 4
   Autrepurified
5. 5
   Autreby dry column chromatography

Mode opératoire

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 tic analysis the solution was diluted with hexane, filtered, concentrated and purified by dry 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.

Source