Реакция #927235

Уравнение реакции

water

water

p-toluenesulfonyl chloride

7-octyne-1-ol

→

7-octynyl-p-toluenesulfonate

Выход 85.8%

Растворители

pyridine

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.STIRRINGstirred
3. 3
   Экстракцияextracted with ether (500 ml)
4. 4
   ПромывкаThe ether layer was washed with cold 1N-hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water
5. 5
   Сушкаdried over magnesium sulfate
6. 6
   Концентрированиеconcentrated under reduced pressure

Методика

To an ice-cooled solution of p-toluenesulfonyl chloride (17.4 g, 91.3 mmol) in pyridine (30 ml), 7-octyne-1-ol (9.6 g, 76.1 mmol) was added dropwise, and stirred at 5-10 ° C. for 20 hours. The reaction mixture was added with water (15 ml), stirred, then poured into water (500 ml), and extracted with ether (500 ml). The ether layer was washed with cold 1N-hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water, dried over magnesium sulfate, and concentrated under reduced pressure to afford 18.3 g of 7-octynyl-p-toluenesulfonate (yield; 85.7%).

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