反应详情

To a stirred solution of 2.6 g. of sodium amide in 200 ml. of tetrahydrofuran was added dropwise over thirty minutes a solution of 12.7 g. of 9-cyanofluorene in 300 ml. of tetrahydrofuran. The reaction mixture was next heated to reflux for three hours, and then cooled to room temperature. While the reaction mixture was being stirred at room temperature, a solution of 14.12 g. of 3-dimethylaminopropyl chloride in 500 ml. of tetrahydrofuran was added dropwise over one hour. Following complete addition, the reaction mixture was again heated to reflux and stirred for sixteen hours. After cooling the mixture to room temperature, it was added to 500 ml. of water. The product was extracted into diethyl ether, and the ethereal extracts were combined, washed with water and dried. Removal of the solvent by evaporation under reduced pressure afforded, after distillation, 2.3 g. of 9-(3-dimethylaminopropyl)-9-cyanofluorene. B.P. 195°-201° C. at 0.1 torr.

1. temperatureThe reaction mixture was next heated
2. temperatureto reflux for three hours
3. additionaddition
4. temperaturethe reaction mixture was again heated
5. temperatureto reflux
6. stirringstirred for sixteen hours
7. temperatureAfter cooling the mixture to room temperature
8. additionit was added to 500 ml
9. extractionThe product was extracted into diethyl ether
10. washwashed with water
11. customdried
12. customRemoval of the solvent
13. customby evaporation under reduced pressure
14. customafforded
15. distillationafter distillation, 2.3 g