Reaktion #1247231

Reaktionsgleichung

hexane

tert-butyllithium

1-(p-bromophenyl)-3,5-diphenylpyrazole

diphenyldichlorosilane

→

bis[4-(3,5-diphenylpyrazol-1-yl)phenyl]diphenylsilane

Lösungsmittel

THF

toluene

water

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewere placed in a 200-ml four-necked flask
2. 2
   workup.ADDITIONAfter the addition
3. 3
   workup.ADDITIONAfter the addition
4. 4
   Temperaturthe mixture was heated
5. 5
   Temperaturunder reflux
6. 6
   workup.STIRRINGwith stirring for eight hours
7. 7
   SonstigeUpon completion of the reaction
8. 8
   Temperaturthe reaction mixture was cooled to room temperature
9. 9
   SonstigeThe reaction mixture was transferred to a separatory funnel
10. 10
    Sonstigean organic layer was separated
11. 11
    workup.DISTILLATIONThe organic layer was distilled under reduced pressure
12. 12
    Sonstigeto remove the solvent
13. 13
    Sonstigethe remainder was submitted to column purification

Vorschrift

After this, 1.87 g (0.005 mole) of the 1-(p-bromophenyl)-3,5-diphenylpyrazole obtained above and 10.0 ml of THF were placed in a 200-ml four-necked flask. The mixture was stirred at room temperature and 6.0 ml (0.010 mole) of a 1.7 M hexane solution of tert-butyllithium was added in drops at room temperature. After the addition, the stirring was continued at room temperature for one hour. A solution of 0.70 g (0.003 mole) of diphenyldichlorosilane in 10.0 ml of THF was further added from a dropping funnel at room temperature. After the addition, the mixture was heated under reflux with stirring for eight hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and water and toluene were added. The reaction mixture was transferred to a separatory funnel and an organic layer was separated. The organic layer was distilled under reduced pressure to remove the solvent and the remainder was submitted to column purification to give 0.40 g of bis[4-(3,5-diphenylpyrazol-1-yl)phenyl]diphenylsilane (hereinafter referred to as BPPS) as a light yellow powder. The product showed a purity of 100% (area ratio, HPLC), a mass of 773, and a melting point of 235.7° C. and corresponds to the compound listed as No. 153.

Quelle