تفاعل #84534

معادلة التفاعل

water

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

3-fluorophenol

NaH

→

title compound

المردود 2.2%

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

المردود 2.2%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر