Réaction #56589

Équation de réaction

1,3-dicyclohexylcarbodiimide

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

4-phenylbutanoic acid

→

1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-(4-phenylbutanoyloxy)propane

Solvants

methylene chloride

methylene chloride

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered
2. 2
   Concentrationconcentrated
3. 3
   Autrepurified by flash chromatography

Mode opératoire

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.

Source