반응 #837594

반응 방정식

triethylamine

Linoleyl alcohol

Methanesulfonyl chloride

→

colorless oil

수율 97.0%

Linoleyl mesylate

수율 97.0%

용매

DCM

DCM

반응 조건

후처리

1. 1
   기타The flask was sealed
2. 2
   기타flushed with argon
3. 3
   workup.ADDITIONadded slowly to the stirring reaction mixture
4. 4
   세척washed with saturated bicarbonate solution (2×200 mL)
5. 5
   건조The organic phase was dried over MgSO4
6. 6
   여과filtered
7. 7
   농축concentrated

실험 절차

Linoleyl alcohol (10.0 g, 37.5 mmol) was weighed into a 500 mL round bottomed flask with a stir bar. The flask was sealed, flushed with argon, charged with DCM (100 mL) and triethylamine (7.84 mL, 1.5 equiv.) and cooled to 0° C. Methanesulfonyl chloride (4.35 mL), 1.5 equiv.) was measured in a PP syringe and added slowly to the stirring reaction mixture. TLC analysis (7.5% EtOAc/Hexanes) showed the reaction was complete within 1 hr. The reaction was diluted with DCM (100 mL) and washed with saturated bicarbonate solution (2×200 mL). The organic phase was dried over MgSO4, filtered and concentrated to give 12.53 g (97%) of colorless oil that was used without further purification.

출처