反応 #927235

反応方程式

water

water

p-toluenesulfonyl chloride

7-octyne-1-ol

→

7-octynyl-p-toluenesulfonate

収率 85.8%

溶媒

pyridine

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.STIRRINGstirred
3. 3
   抽出extracted with ether (500 ml)
4. 4
   洗浄The ether layer was washed with cold 1N-hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water
5. 5
   乾燥dried over magnesium sulfate
6. 6
   濃縮concentrated under reduced pressure

実験手順

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%).

出典