Reaktion #634427

Reaktionsgleichung

NaCl

1-bromo-3-phenylpropane

magnesium

allyldichlorosilane

→

Allylbis(phenpropyl)silane

Ausbeute 86.0%

Lösungsmittel

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthen cooled to 0° C.
2. 2
   workup.STIRRINGThe resulting white slurry was stirred for 4 hours at room temperature
3. 3
   Temperaturthen heated
4. 4
   Temperaturto reflux for 20 minutes
5. 5
   FiltrationAfter filtration and aqueous work-up
6. 6
   Sonstigethe solvent was removed in vacuo
7. 7
   Sonstigeto give a colorless liquid

Vorschrift

To a 500 mL Schlenk flask containing magnesium turnings (2.71 g, 111.5 mmol) in diethyl ether (250 mL) was added dropwise a solution of 1-bromo-3-phenylpropane (20.0 g, 100.5 mmol) over 4 hours. The resulting pale yellow solution was stirred for 10 hours at room temperature then cooled to 0° C. and treated with allyldichlorosilane (7.085 g, 50 mmol) via syringe. The resulting white slurry was stirred for 4 hours at room temperature then heated to reflux for 20 minutes. After filtration and aqueous work-up, the solvent was removed in vacuo to give a colorless liquid. Yield: 86%. FTIR (NaCl, cm−1): 3083, 3066, 3021, 2927, 2842, 2069, 1598, 1569, 1488, 1456, 1142, 1067, 1025, 987, 920, 891, 834, 745, 701. 1H NMR (CDCl3): 7.28, 7.17, 5.74, 4.89, 4.54, 3.74, 2.62, 1.67, 0.64.

Quelle