반응 #219931

반응 방정식

3-[3-(4-fluorofluorophenyl)-3-hydroxypropyl]-1-(4-hydroxyphenyl)-4-(4-methoxyphenyl)azetidin-2-one

potassium carbonate

butanesultone

→

product

4-{4-[3-[3-(4-fluorofluorophenyl)-3-hydroxypropyl]-2-(4-methoxyphenyl)-4-oxoazetidin-1-yl]phenoxy}butane-1-sulfonic acid

용매

dimethylformamide

반응 조건

후처리

1. 1
   농축The reaction solution was concentrated under oil pump vacuum
2. 2
   세척washed 1× with water
3. 3
   추출extracted 2× with dichloromethane
4. 4
   건조The combined organic phases were dried over sodium sulfate
5. 5
   농축concentrated
6. 6
   기타The residue was chromatographed on a 10 g SiO2 cartridge (dichloromethane/methanol=5/1)

실험 절차

160 mg of 3-[3-(4-fluorofluorophenyl)-3-hydroxypropyl]-1-(4-hydroxyphenyl)-4-(4-methoxyphenyl)azetidin-2-one (11) were dissolved in 4 ml of absolute dimethylformamide. 210 mg of powdered potassium carbonate and 42 mg of 1,4,-butanesultone were added. The mixture was stirred at room temperature overnight. The reaction solution was concentrated under oil pump vacuum, taken up in dichloromethane and washed 1× with water. The aqueous phase was acidified with 2N hydrochloric acid and extracted 2× with dichloromethane. The combined organic phases were dried over sodium sulfate and concentrated. The residue was chromatographed on a 10 g SiO2 cartridge (dichloromethane/methanol=5/1). The product (72 mg) was obtained as an oil.

출처