Dichlorodimethylsilane → Chloro(4-ethoxyphenyl)dimethylsilane

HRID 1639228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1639228
[Mg].[CH2:2]([O:4][C:5]1[CH:10]=[CH:9][C:8](Br)=[CH:7][CH:6]=1)[CH3:3].[Cl:12][Si:13](Cl)([CH3:15])[CH3:14]>O1CCCC1>[Cl:12][Si:13]([C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:2][CH3:3])=[CH:6][CH:7]=1)([CH3:15])[CH3:14]

Komponenten

5

Versuchsvorschrift

To a stirred suspension of 3.5 g (0.14 mole) of magnesium powder in 100 mL of dry tetrahydrofuran was added dropwise 17.5 g (0.14 mole) of p-bromophenyl ethyl ether during a one hour period. The mixture was warmed for one hour and then cooled to room temperature. The reaction mixture was added dropwise to a solution of dichlorodimethylsilane in 100 mL of dry tetrahydrofuran which was cooled to -78° C. Upon completion of addition the reaction mixture was allowed to warm to room temperature. Stirring was continued overnight. After dilution with hexane, the reaction mixture was filtered through celite, and the solvent was evaporated under reduced pressure, leaving a liquid residue. Distillation of this residue yielded 18 g of chloro(4-ethoxyphenyl)dimethylsilane as a clear, colorless oil, b.p. 79-81° C./0.09 mm of Hg.

Aufarbeitung

  1. temperatureThe mixture was warmed for one hour
  2. temperaturewas cooled to -78° C
  3. additionUpon completion of addition the reaction mixture
  4. temperatureto warm to room temperature
  5. filtrationAfter dilution with hexane, the reaction mixture was filtered through celite
  6. customthe solvent was evaporated under reduced pressure
  7. customleaving a liquid residue
  8. distillationDistillation of this residue

Quellen und Nachweise

ORD-Eintrag
ord-c254fc9c35924529b8e0c25036a674b0
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04883789

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