تفاعل #1244283

معادلة التفاعل

(S)-1,4-pentanediol

triethylamine

methanesulfonyl chloride

→

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

المردود 98.0%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر