反应详情

To a mixture of 5-(2-bromophenyl)cyclohexane-1,3-dione (1.5 g), 1-amino-2-butyne hydrochloride (0.59 g) and tetrahydrofuran (30 ml) was added triethylamine (0.57 g). The mixture was stirred at room temperature for 1 hour, refluxed for 13 hours and cooled, and insoluble materials were filtered off. Under reduced pressure, the solvent was evaporated, and to the residue was added diphenylether. The mixture was stirred at 250° C. for 12 hours and cooled, and to the mixture was added diethylether. The mixture was extracted with 1N hydrochloric acid, and the aqueous layer was washed with diethylether, neutralized with 1N sodium hydroxide and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure to give crystals of 7-(2-bromophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (0.52 g).

1. temperaturerefluxed for 13 hours
2. temperaturecooled
3. filtrationinsoluble materials were filtered off
4. customUnder reduced pressure, the solvent was evaporated
5. additionto the residue was added diphenylether
6. stirringThe mixture was stirred at 250° C. for 12 hours
7. temperaturecooled
8. additionto the mixture was added diethylether
9. extractionThe mixture was extracted with 1N hydrochloric acid
10. washthe aqueous layer was washed with diethylether
11. extractionextracted with ethyl acetate
12. washThe organic layer was washed with water and saturated brine
13. dry with materialdried with magnesium sulfate
14. concentrationconcentrated under reduced pressure