Reaktion #2348133

Reaktionsgleichung

3,7,11-trimethyldodecanol

pyridine

p-toluenesulfonyl chloride

→

3,7,11-trimethyldodecyl tosylate

Ausbeute 108.7%

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle