反应详情

A mixture of 4-bromo-1,8-naphthalic anhydride (21.40 g, 77.2 mmol), n-hexylamine (13.1 mL, 100 mmol), toluene (200 mL), and chloroform (200 mL) was heated to boil for 1 hour. Precipitate formed making stirring difficult. The mixture was acidified with acetic acid, and heating was continued at 90° C. with distillation of chloroform. After all precipitate dissolved, the reaction mixture was poured onto crushed ice (300 g) and acidified with concentrated HCl to pH 1. After the ice melted, the solid was filtered off and dried. The crude product was purified by column chromatography (silica gel, hexane/ethyl acetate 2:1) to give 6-bromo-2-hexyl-1H-benzo[de]isoquinoline-1,3(2H)-dione (20.66 g, 74%).

1. temperaturewas heated
2. customPrecipitate formed
3. temperatureheating
4. distillationwas continued at 90° C. with distillation of chloroform
5. dissolutionAfter all precipitate dissolved
6. additionthe reaction mixture was poured
7. customonto crushed ice (300 g)
8. filtrationthe solid was filtered off
9. customdried
10. customThe crude product was purified by column chromatography (silica gel, hexane/ethyl acetate 2:1)