반응 #1244283

반응 방정식

(S)-1,4-pentanediol

triethylamine

methanesulfonyl chloride

→

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

수율 98.0%

용매

ethyl acetate

반응 조건

후처리

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

실험 절차

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%).

출처