Reacción #2348133

Ecuación de reacción

3,7,11-trimethyldodecanol

pyridine

p-toluenesulfonyl chloride

→

3,7,11-trimethyldodecyl tosylate

Rendimiento 108.7%

Disolventes

methylene chloride

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the dropwise addition
2. 2
   Otrothe resulting reaction solution
3. 3
   Lavadowas successively washed with 200 ml of water, 200 ml of 2N hydrochloric acid, and 200 ml of a saturated sodium bicarbonate water
4. 4
   Secadowas dried over anhydrous magnesium sulfate
5. 5
   FiltraciónAfter the filtration
6. 6
   Concentraciónthe resultant was concentrated

Procedimiento

Under a nitrogen atmosphere, a solution of 22.8 g (100 mmol) of 3,7,11-trimethyldodecanol and 9.48 g (120 mmol) of pyridine in 200 ml of dry methylene chloride was added dropwise to a solution of 20.96 g (110 mmol) of p-toluenesulfonyl chloride in 100 ml of dry methylene chloride under ice cooling (1 to 2° C.). After the dropwise addition, the resultant was agitated at room temperature overnight, 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 was dried over anhydrous magnesium sulfate. After the filtration, the resultant was concentrated to obtain 41.6 g of crude 3,7,11-trimethyldodecyl tosylate.

Fuente