Reacción #2348136

Ecuación de reacción

phytanol

phytanol

pyridine

p-toluenesulfonyl chloride

→

phytanyl tosylate

Rendimiento 138.7%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrofrom exceeding 10° C
2. 2
   workup.ADDITIONAfter the completion of addition, agitation
3. 3
   Otrothe resulting reaction solution
4. 4
   Lavadowas successively washed with 200 ml of water, 200 ml of 2N hydrochloric acid, and 200 ml of a saturated sodium bicarbonate water
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   FiltraciónAfter the filtration
7. 7
   Concentraciónthe resultant was concentrated under reduced pressure

Procedimiento

Under a nitrogen atmosphere, 29.16 g (97.67 mmol) of phytanol and 9.27 g (117.2 mmol) of pyridine were dissolved in 220 ml of dry methylene chloride, and 20.48 g (107.4 mmol) of p-toluenesulfonyl chloride was added little by little under ice cooling, in order to prevent the liquid temperature from exceeding 10° C. After the completion of addition, agitation was continued for 12 hours until phytanol disappeared, the resulting reaction solution was successively washed with 200 ml of water, 200 ml of 2N hydrochloric acid, and 200 ml of a saturated sodium bicarbonate water, and dried over anhydrous magnesium sulfate. After the filtration, the resultant was concentrated under reduced pressure to obtain 61.31 g of phytanyl tosylate.

Fuente