Reaktion #1993474

Reaktionsgleichung

dichlorodiphenylsilane

octadecylmagnesium bromide

dichlorodiphenylsilane

→

dioctadecyldiphenylsilane

Ausbeute 78.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction mixture was stirred at 10° for 140 minutes
2. 2
   Sonstigehad disappeared during the first hour of reaction
3. 3
   workup.STIRRINGThe mixture was then stirred at room temperature for about 16 hours (i.e. overnight)
4. 4
   FiltrationThe reaction mixture was then filtered
5. 5
   Sonstigequenched with water
6. 6
   ExtraktionAfter extraction with diethylether
7. 7
   Sonstigedrying
8. 8
   Sonstige(with MgSO4) and removal of solvent
9. 9
   Sonstigea solid was obtained
10. 10
    ExtraktionExtraction
11. 11
    Sonstigewith hot heptane and crystallization

Vorschrift

The first portion of the octadecylmagnesium bromide was cooled to 0° and cuprous cyanide (0.12 g 1.34 mmoles) was added with stirring. Then dichlorodiphenylsilane (1.95 ml, 9.27 mmoles) was added. The reaction mixture was stirred at 10° for 140 minutes. Gas chromatographic analysis showed that most of the dichlorodiphenylsilane had disappeared during the first hour of reaction. The mixture was then stirred at room temperature for about 16 hours (i.e. overnight). The reaction mixture was then filtered, quenched with water, and acidified slightly with HCl. After extraction with diethylether, drying (with MgSO4) and removal of solvent, a solid was obtained. Extraction with hot heptane and crystallization provided 4.96 g of dioctadecyldiphenylsilane. The yield was about 78%.

Quelle