Reacción #945024

Ecuación de reacción

2-bromo-1-trimethylsiloxyethane

cyclopentadienylindenyldimethylsilane

(2-trimethylsiloxyethylindenyl) cyclopentadienyl dimethyl silane

→

(2-trimethylsiloxyethylcyclopentadienyl) indenyl dimethyl silane

Rendimiento 42.0%

Disolventes

THF

THF

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroImmediately a purple solution was formed
2. 2
   OtroThen, the volatiles were removed
3. 3
   Lavadothe residue was washed with hexane
4. 4
   Otroto give a pink solid
5. 5
   OtroA white suspension was formed immediately
6. 6
   Otrothe solvents were removed
7. 7
   workup.ADDITIONthe residue was treated with hexane
8. 8
   Filtraciónthe supernatant solution was filtered
9. 9
   OtroThe removal of the hexane
10. 10
    workup.DISTILLATIONThis oil was distilled in order
11. 11
    Otroto obtain a yellow-orange oil, which
12. 12
    Otro(Tb: 170–175° C.; 1 mm Hg), (3.9 g, 11 mmol, yield: 42%)

Procedimiento

To a suspension of 0.63 g (26.3 mmol) of HNa in THF at −78° C., a solution of 6.3 g (26.3 mmol) of cyclopentadienylindenyldimethylsilane in THF was added. Immediately a purple solution was formed. Then, the volatiles were removed and the residue was washed with hexane to give a pink solid. The solid was solved again in THF and a solution of 5.2 g (26.3 mmol) of 2-bromo-1-trimethylsiloxyethane in THF was added at room temperature. A white suspension was formed immediately. The mixture was stirred for 12 h, and then the solvents were removed and the residue was treated with hexane and the supernatant solution was filtered. The removal of the hexane led to a brown oil. This oil was distilled in order to obtain a yellow-orange oil, which was characterized as a mixture of position isomers of (2-trimethylsiloxyethylindenyl) cyclopentadienyl dimethyl silane. (Tb: 170–175° C.; 1 mm Hg), (3.9 g, 11 mmol, yield: 42%). 1H-RMN(CDCl3): 7.54–7.42 (m, 2H); 7.31–7.12 (m, 2H); 6.95 (m, 1H); 6.91 (m, 1H); 6.72 (m, 1H); 6.61 (m, 1H); 6.60–6.42 (m, 3H); 3.78 (m, 2H); 3.62 (m, 1H); 3.42 (m, 2H); 2.62 (m, 2H); 0.17 (m, 15 H).

Fuente