反应详情

温度

120 °C

The N-(4′-fluorobiphenyl-2-yl)acetamide (18.5 g, 80.7 mmol) was mixed with polyphosphoric acid (250 g) and heated at 120° C. with vigorous stirring for 48 hours. The hot reaction mixture was poured onto ice and stirred vigorously until homogeneous. Ammonium hydroxide (28-30%, aqueous) was added until the pH was greater than eight. A white precipitate was filtered, dissolved in ethyl acetate (250 mL), and re-filtered. The combined filtrate was washed with a saturated, aqueous, sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and evaporated in vacuo to a brown solid. The brown solid was purified by crystallization from a mixture of ethyl acetate-hexane to yield the title compound as a white, crystalline solid (15.9 g, 94%), m.p. 92-93° C.; MS [(+ESI), m/z]: 212 [M+H]+;

1. additionThe hot reaction mixture was poured onto ice
2. stirringstirred vigorously until homogeneous
3. filtrationA white precipitate was filtered
4. dissolutiondissolved in ethyl acetate (250 mL)
5. filtrationre-filtered
6. washThe combined filtrate was washed with a saturated, aqueous, sodium chloride solution
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationfiltered
9. customevaporated in vacuo to a brown solid
10. customThe brown solid was purified by crystallization from a mixture of ethyl acetate-hexane