Reacción #1458417

ord-59486aa0bd4a425cb5b7499fe4a74a4a

Ecuación de reacción

[Cl-].[Na+]
NaCl
BrCCCc1ccccc1
1-bromo-3-phenylpropane
[Mg]
magnesium
C=CC[SiH](Cl)Cl
allyldichlorosilane
C=CC[SiH](CCCc1ccccc1)CCCc1ccccc1
Allylbis(phenpropyl)silane
Rendimiento 86.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07157052B1uspto-grants-2007_01