反应 #1244283

反应方程式

(S)-1,4-pentanediol

triethylamine

methanesulfonyl chloride

→

(S)-1,4-bis(methanesulfonyloxy)pentane

收率 98.0%

溶剂

ethyl acetate

反应条件

后处理

1. 1
   洗涤The solution was washed
2. 2
   workup.ADDITIONby adding 15 mL of a saturated aqueous solution of sodium hydrogencarbonate
3. 3
   洗涤The organic layer was further washed with 15 mL of water
4. 4
   干燥was dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONThe solvent was then distilled off under a reduced pressure

实验过程

A solution containing 2.5 g (24 mmol) of (S)-1,4-pentanediol produced in Example 3, 7.3 g (72 mmol) of triethylamine, and 30 mL of ethyl acetate was cooled to 5° C. Subsequently, 6.6 g (58 mmol) of methanesulfonyl chloride was added to the solution, and the solution was stirred for one hour. The solution was washed by adding 15 mL of a saturated aqueous solution of sodium hydrogencarbonate. The organic layer was further washed with 15 mL of water, and was dried over anhydrous magnesium sulfate. The solvent was then distilled off under a reduced pressure. Thus, (S)-1,4-bis(methanesulfonyloxy)pentane was obtained as a light yellow oily substance (6.1 g, yield; 98%).

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