反应详情

In a 500 mL round flask, 2,9,9-trimethyl-3,9-dihydrocyclopenta[b]fluorene (15.0 g, 60.9 mmol) was dissolved in 300 mL of diethyl ether, and then the temperature was lowered to −78° C. Then, n-butyllithium (2.5M hexane solution, 24.8 mL) was slowly injected thereto, followed by stirring at room temperature for 12 hours. After volatile materials were removed by vacuum, 350 mL of n-hexane was added to the mixture to lower the reactor temperature to −78° C., followed by addition of dichlorodimethylsilane (23 g). The temperature was again raised to room temperature, followed by stirring for 24 hours, and then salts were removed through filtering. Then, volatile materials were removed by vacuum. The product was again inputted to a 500 mL round flask, and dissolved in 320 mL of diethyl ether. The temperature was lowered to −78° C., and tert-butylamine (16.1 g, 152.2 mmol) was added thereto. The temperature was raised to room temperature, followed by stirring for 12 hours, and then volatile materials were completely removed by vacuum. Then, 200 mL of toluene was added to dissolve the resultant material, and salts were removed through filtering. The solvent was removed, to thereby obtain 21.0 g of a mixture of N-tert-butyl-1-(2,9,9-trimethyl-3,9-dihydrocyclopenta[b]fluoren-3-yl)-1,1- dimethylsilanamine and N-tert-butyl-1-(2,9,9-trimethyl-1,9-dihydrocyclopenta[b]fluoren-1-yl)-1,1-dimethylsilanamine (yield: 91.8%), as a viscous material.

1. customwas lowered to −78° C
2. customAfter volatile materials were removed by vacuum, 350 mL of n-hexane
3. additionwas added to the mixture
4. customto −78° C.
5. additionfollowed by addition of dichlorodimethylsilane (23 g)
6. temperatureThe temperature was again raised to room temperature
7. stirringby stirring for 24 hours
8. customsalts were removed
9. filtrationthrough filtering
10. customThen, volatile materials were removed by vacuum
11. customThe product was again inputted to a 500 mL round flask
12. dissolutiondissolved in 320 mL of diethyl ether
13. customwas lowered to −78° C.
14. temperatureThe temperature was raised to room temperature
15. stirringby stirring for 12 hours
16. customvolatile materials were completely removed by vacuum
17. additionThen, 200 mL of toluene was added
18. dissolutionto dissolve the resultant material, and salts
19. customwere removed
20. filtrationthrough filtering
21. customThe solvent was removed