反応 #9976

反応方程式

Quinoline

5-carboxy-2-(4-fluorophenyl)-3-(pyridin-4-yl)thiophene

→

title compound

収率 109.6%

2-(4-Fluorophenyl)-3-(pyridin-4-yl)thiophene

収率 109.6%

反応条件

後処理

1. 1
   温度At the end of this time, the reaction mixture was cooled to room temperature
2. 2
   ろ過was filtered off
3. 3
   その他The filtrate was partitioned between ethyl acetate
4. 4
   洗浄The organic layer was washed with water
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   その他the solvent was removed by distillation under reduced pressure
7. 7
   その他The residue was purified by column chromatography through silica gel (eluent, hexane:ethyl acetate=1:1)

実験手順

Quinoline (42 ml) and copper powder (2.95 g, 46.4 mmol) were added to 5-carboxy-2-(4-fluorophenyl)-3-(pyridin-4-yl)thiophene (12.64 g (42.2 mmol), prepared as described in 2))), and the resulting mixture was stirred at 240° C. for 2.5 hours. At the end of this time, the reaction mixture was cooled to room temperature and was filtered off. The filtrate was partitioned between ethyl acetate and a saturated aqueous solution of ammonium chloride. The organic layer was washed with water, dried over anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography through silica gel (eluent, hexane:ethyl acetate=1:1), to give the title compound (11.81 g) as a brown powder (yield quantitative).

出典