Reaction #55733

Reaction equation

oleic acid

phytol

dicyclohexylcarbodiimide

→

oleate

phytyl oleate

Solvents

n-hexane

Conditions

Workup

1. 1
   workup.ADDITIONwas added
2. 2
   TemperatureAfter cooling
3. 3
   Filtrationfreed from any insoluble matters through filtration
4. 4
   Concentrationthe filtrate was concentrated under reduced pressure

Procedure

A mixture of 15 g of phytol, 11 g of dicyclohexylcarbodiimide and 0.1 g of cuprous chloride was stirred at 90°-100° C. for two hours under nitrogen, to which 16 g of oleic acid was added, followed by further two hours' stirring at 90°-100° C. After cooling, the reaction mixture was added with 100 ml of n-hexane, freed from any insoluble matters through filtration and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel chromatography to yield 12.6 g of isophytyl oleate from the first eluting fraction and 5.9 g of phytyl oleate from the later eluting fraction.

Source