反応 #1106670

反応方程式

1,5-dichloroanthraquinone

Potassium t-butoxide

triisobutylphosphatrane

3-aminopyridine

→

Compound 27

1,5-bis(pyridin-3-ylamino)anthracene-9,10-dione

溶媒

Toluene

反応条件

後処理

1. 1
   その他The system was flushed with argon
2. 2
   温度heated
3. 3
   温度to reflux overnight
4. 4
   温度The mixture was cooled
5. 5
   その他the solvent was removed under vacuum
6. 6
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
7. 7
   洗浄The organic layer was washed with water twice
8. 8
   乾燥dried over anhydrous magnesium sulfate
9. 9
   その他After the solvent was removed
10. 10
    その他the residue was purified by flash chromatography

実験手順

Potassium t-butoxide (3.37 g, 30 mmol) and Pd2(dba)3 (0.55 g, 0.6 mmol) were added to a 100 mL round bottom flask. Toluene (50 mL) and triisobutylphosphatrane (0.82 g, 2.4 mmol) were then added, followed by 3-aminopyridine (1.88 g, 20 mmol) and 1,5-dichloroanthraquinone (2.77 g, 10 mmol). The system was flushed with argon and heated to reflux overnight. The mixture was cooled and the solvent was removed under vacuum. The residue was dissolved in dichloromethane and water. The organic layer was washed with water twice and dried over anhydrous magnesium sulfate. After the solvent was removed, the residue was purified by flash chromatography to provide Compound 27 as a red solid. The structure of Compound 27 is given below:

出典