反応 #837632

反応方程式

3-phenyl pyridine

sodamide

→

2-amino-5-phenyl pyridine

収率 55.8%

2-amino-3-phenyl pyridine

溶媒

para-xylene

反応条件

後処理

1. 1
   温度The reaction mixture was heated
2. 2
   温度to reflux temperature for 8 hours
3. 3
   温度The reaction mixture was cooled
4. 4
   workup.ADDITIONpoured onto ice/water (25 ml)
5. 5
   抽出extracted with dichloromethane
6. 6
   洗浄The organic extracts were washed with water and brine
7. 7
   乾燥dried over anhydrous sodium sulphate
8. 8
   その他The sodium sulphate was removed by filtration
9. 9
   その他the filtrate was evaporated to dryness
10. 10
    その他recrystallized from a mixture of diethyl ether and petroleum ether

実験手順

2-amino-3-phenyl pyridine was prepared as follows: 3-phenyl pyridine (300 mg, 2 mmol) was dissolved in para-xylene (6 ml), and sodamide (84 mg, 2.1 mmol) was then added. The reaction mixture was heated to reflux temperature for 8 hours. The reaction mixture was cooled, poured onto ice/water (25 ml), and extracted with dichloromethane. The organic extracts were washed with water and brine, and dried over anhydrous sodium sulphate. The sodium sulphate was removed by filtration, and the filtrate was evaporated to dryness and recrystallized from a mixture of diethyl ether and petroleum ether to provide 2-amino-5-phenyl pyridine (95 mg). The mother liquors from the crystallization were evaporated to dryness and subjected to purification by column chromatography (silica), thereby eluting the solvent ethyl acetate:petroleum ether (30:70). The desired product, 2-amino-3-phenyl pyridine, was obtained as a fine yellow powder (15 mg).

出典