反応 #2146692

反応方程式

4′-benzoyloxy-2-bromoacetophenone

2-amino-5-methoxypyridine

sodium hydrogencarbonate

→

2-(4′-benzoyloxyphenyl)-6-methoxyimidazo[1,2-a]pyridine

収率 70.7%

溶媒

ethanol

反応条件

後処理

1. 1
   温度The resulting solution was refluxed for 2 hours
2. 2
   温度After the reaction solution was cooled
3. 3
   その他The resulting reaction mixture
4. 4
   温度was further refluxed for 4 hours
5. 5
   その他After the completion of the reaction
6. 6
   濃縮the solvent was concentrated under reduced pressure
7. 7
   workup.DISSOLUTIONThe resulting residue was dissolved in chloroform
8. 8
   洗浄washed with water
9. 9
   乾燥After the chloroform layer was dried over anhydrous sodium sulfate
10. 10
    workup.DISTILLATIONthe solvent was distilled off
11. 11
    その他The resulting crude product was purified by silica gel column chromatography (elution solvent: chloroform/ethyl acetate=20/1)

実験手順

13.33 g (corresponding to 43.68 mmol) of 4′-benzoyloxy-2-bromoacetophenone and 5.67 g (corresponding to 45.67 mmol) of 2-amino-5-methoxypyridine were dissolved in 481 mL of ethanol. The resulting solution was refluxed for 2 hours. After the reaction solution was cooled, 6.64 g (corresponding to 79.09 mmol) of sodium hydrogencarbonate was added thereto. The resulting reaction mixture was further refluxed for 4 hours. After the completion of the reaction, the solvent was concentrated under reduced pressure. The resulting residue was dissolved in chloroform and then washed with water. After the chloroform layer was dried over anhydrous sodium sulfate, the solvent was distilled off. The resulting crude product was purified by silica gel column chromatography (elution solvent: chloroform/ethyl acetate=20/1) to obtain 10.20 g (corresponding to 30.87 mmol) of 2-(4′-benzoyloxyphenyl)-6-methoxyimidazo[1,2-a]pyridine (FIG. 3, Step 5).

出典