反应详情

As a specific example, in one embodiment, a 271 ml quantity of DMF (3.5 mol) can be added to a 1-liter, 3-neck round bottom flask equipped with mechanical stirrer, thermometer, and addition funnel. The contents can be cooled in a salt/ice bath. When the temperature inside the flask reached 0° C., 326 ml of POCl3 (3.5 mol) can be slowly added. During the addition of POCl3, the temperature inside the flask is not allowed to rise above 5° C. After the addition of POCl3 is completed, the reaction mixture can be allowed to warm to room temperature. A 126 g quantity of N-heptylcarbazole can be then added, and the flask can be heated to 90° C. for 24 hr. using a heating mantle. The reaction mixture can be cooled to room temperature, and the solution can be added slowly to a 4.5 liter beaker containing a solution of 820 g sodium acetate dissolved in 2 liters of water. The beaker can be cooled in an ice bath and stirred for 3 hr. The brownish solid obtained can be filtered and washed repeatedly with water, followed by a small amount of ethanol (50 ml). For a N-heptyl carbozole starting material, the resulting product was recrystallized once from toluene using activated charcoal and dried under vacuum in an oven heated at 70° C. for 6 hr to obtain 80 g (51% yield) of N-heptyl-3,6-diformyl-carbazole.

1. customequipped with mechanical stirrer
2. additionthermometer, and addition funnel
3. temperatureThe contents can be cooled in a salt/ice bath
4. customreached 0° C.
5. customto rise above 5° C
6. temperaturethe flask can be heated to 90° C. for 24 hr
7. temperatureThe reaction mixture can be cooled to room temperature
8. additionthe solution can be added slowly to a 4.5 liter beaker
9. temperatureThe beaker can be cooled in an ice bath
10. customThe brownish solid obtained can
11. filtrationbe filtered
12. washwashed repeatedly with water
13. customthe resulting product was recrystallized once from toluene using activated charcoal
14. customdried under vacuum in an oven
15. temperatureheated at 70° C. for 6 hr