反应详情

温度

50 °C

Under nitrogen atmosphere, sodium hydride dispersed in mineral oil (0.54 g, 22.32 mmol as sodium hydride) was washed with hexane to remove mineral oil, and thereafter tetrahydrofuran (35 ml) was added. The temperature of the mixture was elevated to 50° C. and aniline (0.14 g, 1.49 mmol) was added. The mixture was stirred at 50° C. for 1 hour. A solution obtained by dissolving 1,2,3,4-tetramethylcyclopenta-1,3-diene (2.00 g, 16.37 mmol) in tetrahydrofuran (9 ml) was added dropwise to this, and the mixture was stirred at 50° C. for 2 hours and cooled to 20° C. To the solution, a solution obtained by dissolving chlorotriphenylsilane (4.39 g, 14.88 mmol) in toluene (9 ml) was added dropwise, and the mixture was stirred at 35° C. overnight. The resultant mixture was added dropwise at 0° C. to a mixture of a 10% sodium hydrogen carbonate solution (22 ml) and a 10% sodium carbonate solution (22 ml). Toluene (22 ml) was added to separate an organic phase. The organic phase was dried over sodium sulfate and filtrated, and the solvent was concentrated under reduced pressure to obtain 1-triphenylsilyl-2,3,4,5-tetramethylcyclopentadiene (3.76 g, yield 66.3%).

1. washwas washed with hexane
2. customto remove mineral oil
3. additiontetrahydrofuran (35 ml) was added
4. customwas elevated to 50° C.
5. customA solution obtained
6. additionwas added dropwise to this, and the mixture
7. stirringwas stirred at 50° C. for 2 hours
8. temperaturecooled to 20° C
9. customTo the solution, a solution obtained
10. additionwas added dropwise
11. stirringthe mixture was stirred at 35° C. overnight
12. customto separate an organic phase
13. dry with materialThe organic phase was dried over sodium sulfate
14. filtrationfiltrated
15. concentrationthe solvent was concentrated under reduced pressure