反应详情

To a 1-liter, 3-neck round bottom flask equipped with mechanical stirrer, thermometer, and addition funnel, was added 271 ml DMF (3.5 mol). The contents were cooled in a salt/ice bath. When the temperature inside the flask reached 0° C., 326 ml of POCl3 (3.5 mol) was slowly added. During the addition of POCl3, the temperature inside the flask was not allowed to rise above 5° C. After the addition of POCl3 was completed, the reaction mixture was allowed to warm to room temperature. 126 g of N-heptylcarbazole was then added and the flask was heated to 90° C. for 24 hr. using a heating mantle. The reaction mixture was cooled to room temperature and the solution was added slowly to a 4.5 liter beaker containing a solution of 820 g sodium acetate dissolved in 2 liters of water. The beaker was cooled in an ice bath and stirred for 3 hr. The brownish solid obtained was filtered and washed repeatedly with water, followed by a small amount of ethanol (50 ml). 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. 1H-NMR and IR spectra confirmed the presence of N-heptyl-3,6-diformyl-carbazole.

1. customTo a 1-liter, 3-neck round bottom flask equipped with mechanical stirrer
2. additionthermometer, and addition funnel
3. temperatureThe contents were cooled in a salt/ice bath
4. customreached 0° C.
5. customto rise above 5° C
6. temperaturethe flask was heated to 90° C. for 24 hr
7. temperatureThe reaction mixture was cooled to room temperature
8. additionthe solution was added slowly to a 4.5 liter beaker
9. temperatureThe beaker was cooled in an ice bath
10. customThe brownish solid obtained
11. filtrationwas 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