Reaction #2467914

ord-fe37518752c5466fb37b10ca595fe018

Reaction equation

O=C(Cl)c1cc(I)cc(I)c1I
2,3,5-Triiodobenzoyl chloride
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCO
1-(z,z,z-octadeca-6,9,12-trienoyloxy)-3-hydroxypropane
CCN(CC)CC
triethylamine
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)OCCCOC(=O)c1cc(I)cc(I)c1I
1-(2,3,5-triiodobenzoyloxy)-3-(z,z,z-octadeca-6,9,12-trienoyloxy) propane

Conditions

Detailed conditions
See reaction.notes.procedure_details.

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

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