반응 #9976

반응 방정식

Quinoline

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

→

title compound

수율 109.6%

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

수율 109.6%

반응 조건

후처리

1. 1
   온도At the end of this time, the reaction mixture was cooled to room temperature
2. 2
   여과was filtered off
3. 3
   기타The filtrate was partitioned between ethyl acetate
4. 4
   세척The organic layer was washed with water
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   기타the solvent was removed by distillation under reduced pressure
7. 7
   기타The residue was purified by column chromatography through silica gel (eluent, hexane:ethyl acetate=1:1)

실험 절차

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).

출처