반응 #84534

반응 방정식

water

4-bromo-N-(3-fluoro-4-morpholinophenyl)-3-oxobutanamide

3-fluorophenol

NaH

→

title compound

수율 2.2%

N-(3-fluoro-4-morpholinophenyl)-4-(3-fluorophenoxy)-3-oxobutan amide

수율 2.2%

용매

THF

THF

반응 조건

후처리

1. 1
   workup.STIRRINGThe resulting mixture was stirred at rt overnight
2. 2
   추출the mixture was extracted with EtOAc (30 mL×5)
3. 3
   세척The combined organic phases were washed with brine (50 mL×2)
4. 4
   건조dried over anhydrous Na2SO4
5. 5
   농축concentrated in vacuo
6. 6
   기타The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1)

실험 절차

To a solution of 3-fluorophenol (2.33 g, 20.8 mmol) in anhydrous THF (20 mL) was added NaH (909 mg, 22.7 mmol, 60%) and the mixture was stirred at rt for 3 h. A solution of 4-bromo-N-(3-fluoro-4-morpholinophenyl)-3-oxobutanamide (6.8 g, 18.9 mmol) in THF (40 mL) was added. The resulting mixture was stirred at rt overnight. The reaction mixture was then poured into 100 mL of water and the mixture was extracted with EtOAc (30 mL×5). The combined organic phases were washed with brine (50 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1) to give the title compound as a yellow solid (0.16 g, 2%).

출처