反应详情

温度

-78 °C

9.5 mL of a 2.5 M solution of n-BuLi in hexane (23.75 mmol) were added dropwise to a solution of 5.1 g of N-methyl-2-methyl-5,6-dihydroindeno[2,1-b]indole, obtained as reported above, (purity 98.2%, Mw=233.32, 21.46 mmol; indenoindole: n-BuLi=1:1.1) in 70 mL of THF, previously cooled to −78° C. At the end of the addition, the brown solution was allowed to warm up to room temperature and stirred for 6 hours. Then it was cooled again to −78° C. and added dropwise to a solution of dichlorodimethylsilane (Mw=129.06, d=1.064, 2.6 mL, 21.43 mmol; indenoindole: Me2SiCl2=1:1) in 20 mL of THF, previously cooled to −78° C. At the end of the addition, the reaction mixture was allowed to warm up to room temperature and stirred overnight. The solvents were evaporated under reduced pressure to give a brown sticky solid, which at the 1H-NMR analysis resulted to be the target product, with few by-products. The product was used in the subsequent step without further purification.

1. customobtained
2. additionAt the end of the addition
3. temperatureto warm up to room temperature
4. temperatureThen it was cooled again to −78° C.
5. temperaturepreviously cooled to −78° C
6. additionAt the end of the addition
7. temperatureto warm up to room temperature
8. stirringstirred overnight
9. customThe solvents were evaporated under reduced pressure
10. customto give a brown sticky solid, which at the 1H-NMR analysis
11. customresulted
12. customThe product was used in the subsequent step without further purification