반응 #79280

반응 방정식

HCl

2,4-difluoro-N-(2-hydroxyethyl)benzamide

triethylamine

methanesulfonyl chloride

→

2-[(2,4-difluorobenzoyl)amino]ethyl methanesulfonate

수율 72.1%

용매

CH2Cl2

ethyl acetate

반응 조건

후처리

1. 1
   기타to quench
2. 2
   기타the reaction
3. 3
   세척washed with saturated NaHCO3 (100 mL) and saturated NaCl (100 mL)
4. 4
   건조dried over MgSO4
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo
7. 7
   기타Purification by column chromatography (hexanes:EtOAc 4:1)

실험 절차

To a solution of 2,4-difluoro-N-(2-hydroxyethyl)benzamide (299 mg, 1.49 mmol) and triethylamine (302 mg, 2.98 mmol) in CH2Cl2 under nitrogen at 0° C. was added methanesulfonyl chloride (335 mg, 2.98 mmol) The reaction mixture was stirred for 1 h at 0° C. 1 N HCl (5 mL) was added to quench the reaction and the solution was diluted with ethyl acetate (100 mL), washed with saturated NaHCO3 (100 mL) and saturated NaCl (100 mL), dried over MgSO4, filtered and concentrated in vacuo. Purification by column chromatography (hexanes:EtOAc 4:1) yielded 2-[(2,4-difluorobenzoyl)amino]ethyl methanesulfonate (300 mg, 72%) as a clear liquid.

출처