Reaktion #800770

Reaktionsgleichung

chlorotriphenylsilane

1,3,5-tribromobenzene

n-butyllithium

hexane

→

(3,5-dibromophenyl)triphenylsilane

Ausbeute 28.3%

Lösungsmittel

diethyl ether

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   Temperaturto warm to room temperature
3. 3
   workup.STIRRINGto stir overnight
4. 4
   Temperaturfinally refluxed for 2 hours
5. 5
   TemperaturAfter cooling to room temperature
6. 6
   Filtrationthe solid was filtered off
7. 7
   SonstigeUpon evaporation of the solvent
8. 8
   Sonstigethe residue was purified by column chromatography on silica gel with hexane/DCM (9/1

Vorschrift

Into a solution of 1,3,5-tribromobenzene (9.0 g, 28.6 mmol) in diethyl ether (200 mL) was added n-butyllithium solution in hexane (2.5 M, 12 mL, 30.6 mmol) dropwise at −78° C. The reaction was stirred at this temperature for 30 minutes before a solution of chlorotriphenylsilane (9.27 g, 31.4 mmol) in diethyl ether (90 mL) was added dropwise. The reaction mixture was stirred at −78° C. for 1 hour, and then allowed to warm to room temperature and continue to stir overnight, and finally refluxed for 2 hours. After cooling to room temperature, the solid was filtered off. Upon evaporation of the solvent, the residue was purified by column chromatography on silica gel with hexane/DCM (9/1, v/v) as eluent to yield (3,5-dibromophenyl)triphenylsilane (4.0 g, 28%) as a white solid.

Quelle