反应详情

温度

90 °C

To a 5 L three necked flask was charged 85% wt Phosphoric acid (423 mL, 6.16 moles, 25 eq), benzyl piperidone (142 mL, 0.733 mole, 3 eq) and glacial acetic acid (400 mL). The resulting mixture was heated to 90° C. A solution of 5-phenyl-1H-indole-7-carboxamide (57.69 g, 0.244 mole, 1 eq) in glacial acetic acid (755 mL) was then added portionwise. The reaction was then maintained at 90° C. overnight. The reaction mixture was cooled to room temperature. It was then divided into two equal portions and each was added slowly to separate stirring mixtures of ice/0.88 ammonia (1 L/1 L). A dry ice/acetone bath was also used to control the exotherm. Ethyl acetate (600 mL) was then added to the mixture with stirring. It was then filtered and the solid washed well with ethyl acetate. The filtrate was then separated and the aq was re-extracted with ethyl acetate. The organics were then dried over magnesium sulfate and filtered before the two batches were combined and evaporated under reduced pressure. The residue was then dissolved in 3% (3.5M ammonia in methanol) in DCM (300 mL). The solid precipitate was then collected by filtration and was then dried in vacuo to yield the desired product. (42.25 g) MS: (M+H): 408.

1. temperatureThe reaction was then maintained at 90° C. overnight
2. temperatureThe reaction mixture was cooled to room temperature
3. additioneach was added slowly
4. customto separate
5. customA dry ice/acetone bath was also used
6. additionEthyl acetate (600 mL) was then added to the mixture
7. stirringwith stirring
8. filtrationIt was then filtered
9. washthe solid washed well with ethyl acetate
10. customThe filtrate was then separated
11. extractionthe aq was re-extracted with ethyl acetate
12. dry with materialThe organics were then dried over magnesium sulfate
13. filtrationfiltered before the two batches
14. customevaporated under reduced pressure
15. dissolutionThe residue was then dissolved in 3% (3.5M ammonia in methanol) in DCM (300 mL)
16. filtrationThe solid precipitate was then collected by filtration
17. customwas then dried in vacuo