تفاعل #9976

معادلة التفاعل

Quinoline

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

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title compound

المردود 109.6%

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

المردود 109.6%

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر