Réaction #2467920

Équation de réaction

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

pyridoxine hydrochloride

triethylamine

→

2-methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine

Solvants

methylene chloride

methylene chloride

Conditions de réaction

Traitement

1. 1
   Autre(4 h)
2. 2
   Concentrationwas concentrated
3. 3
   Autrepurified by flash chromatography (ethyl acetate/hexane)

Mode opératoire

A solution of z,z,z-octadeca-6,9,12-trienoyl chloride (650 mg, 2.2 mmol) in methylene chloride (10 ml) was added slowly dropwise to a mixture of pyridoxine hydrochloride (206 mg, 1 mmol), triethylamine (0.7 ml, 5 mmol) and 4-(N,N-dimethylamino)pyridine (few mg, catalytic amount) in methylene chloride (20 ml) at 0° C. under nitrogen. On completion, as indicated by tic, (4 h) the mixture was concentrated and purified by flash chromatography (ethyl acetate/hexane), yielding 2-methyl-3-hydroxy-4,5-di(z,z,z-octadeca-6,9,12-trienoyloxy)methyl pyridine as a colourless oil.

Source