Reaktion #1119678

Reaktionsgleichung

methanol

magnesium

iodine

isobutyltrimethoxysilane

cyclohexylchloride

cyclohexylchloride

→

isobutylcyclohexyldimethoxysilane

Lösungsmittel

methyl-tert-butylether

methyl-tert-butylether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction
2. 2
   Temperaturto maintain a moderate reflux
3. 3
   workup.ADDITIONAt the end of this addition
4. 4
   Temperaturto reflux for two more hours
5. 5
   workup.ADDITIONwas added
6. 6
   workup.STIRRINGstirred for a few minutes
7. 7
   Sonstigethe precipitate was removed by filtration
8. 8
   WaschenThe filter cake was washed with several portions of methyl-tert-butylether
9. 9
   SonstigeThe solvent was evaporated from the combined filtrates by water vacuum

Vorschrift

Under an inert gas, 24.3 g magnesium chips (1.0 mol) were combined with about 10 ml methyl-tert-butylether, an iodine crystal and 3.6 g cyclohexylchloride (0.03 mol). To start the reaction, a solution of 152.0 g isobutyltrimethoxysilane (0.85 mol) and 115.0 g cyclohexylchloride (0.97 mol) in 130 ml methyl-tert-butylether was added dropwise, with stirring, to the first mixture at a rate to maintain a moderate reflux. At the end of this addition, the reaction was allowed to reflux for two more hours. After cooling the reaction mixture, 4.8 g methanol (0.15 mol) was added, stirred for a few minutes and then the precipitate was removed by filtration. The filter cake was washed with several portions of methyl-tert-butylether. The solvent was evaporated from the combined filtrates by water vacuum. The remaining residue consisted of 192.5 g (98.4% of the theoretical yield) isobutylcyclohexyldimethoxysilane which had a purity of 98% according to GC. Isobutyldicyclohexylmethoxysilane was not detected by GC.

Quelle