Reaction #56583

Reaction equation

z,z,z-Octadeca-6,9,12-trienoyl chloride

1,5-dihydroxypentane

triethylamine

→

1-(z,z,z-octadeca-6,9,12-trienoyloxy)-5-hydroxypentane

Solvents

methylene chloride

Conditions

Workup

1. 1
   OtherOn completion of reaction
2. 2
   Washwas washed with dilute hydrochloric acid and water
3. 3
   Otherdried
4. 4
   Otherpurified by column chromatography

Procedure

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 tic 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.

Source