반응 #945024

반응 방정식

2-bromo-1-trimethylsiloxyethane

cyclopentadienylindenyldimethylsilane

(2-trimethylsiloxyethylindenyl) cyclopentadienyl dimethyl silane

→

(2-trimethylsiloxyethylcyclopentadienyl) indenyl dimethyl silane

수율 42.0%

용매

THF

THF

THF

THF

반응 조건

후처리

1. 1
   기타Immediately a purple solution was formed
2. 2
   기타Then, the volatiles were removed
3. 3
   세척the residue was washed with hexane
4. 4
   기타to give a pink solid
5. 5
   기타A white suspension was formed immediately
6. 6
   기타the solvents were removed
7. 7
   workup.ADDITIONthe residue was treated with hexane
8. 8
   여과the supernatant solution was filtered
9. 9
   기타The removal of the hexane
10. 10
    workup.DISTILLATIONThis oil was distilled in order
11. 11
    기타to obtain a yellow-orange oil, which
12. 12
    기타(Tb: 170–175° C.; 1 mm Hg), (3.9 g, 11 mmol, yield: 42%)

실험 절차

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).

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