Reaction #56581

Reaction equation

2,3,5-Triiodobenzoyl chloride

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

triethylamine

→

1-(2,3,5-triiodobenzoyloxy)-3-(z,z,z-octadeca-6,9,12-trienoyloxy)propane

Solvents

methylene chloride

Conditions

Workup

1. 1
   ConcentrationThe mixture was concentrated
2. 2
   Otherpurified by flash chromatography (ethyl acetate/hexane)

Procedure

2,3,5-Triiodobenzoyl chloride (1.54 g, 3.08 mmol) was added to a mixture of 1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane (1 g, 2.97 mmol) and triethylamine (1 ml) in methylene chloride (80 ml) and the resulting mixture stirred overnight at room temperature under nitrogen. The mixture was concentrated and purified by flash chromatography (ethyl acetate/hexane) to yield 1-(2,3,5-triiodobenzoyloxy)-3-(z,z,z-octadeca-6,9,12-trienoyloxy)propane.

Source