Reacción #1859764

ord-f9137ce9facd44a19be7f5f6e1dc9e49

Ecuación de reacción

C=CCOCCN
2-(allyloxy)ethanamine
CO[SiH](OC)OC
trimethoxysilane
CCN(CC)CC
triethylamine
C[Si](C)(C)Cl
trimethylchlorosilane
CO[Si](CCCOCCN([Si](C)(C)C)[Si](C)(C)C)(OC)OC
target compound
Rendimiento 86.0%
CO[Si](CCCOCCN([Si](C)(C)C)[Si](C)(C)C)(OC)OC
N,N-bis(trimethylsilyl)-2-(3-(trimethoxysilyl)propoxy)ethanamine
Rendimiento 86.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroUpon completion of reaction
  2. 2
    Otroafter removing the solvent
  3. 3
    workup.DISTILLATIONthrough distillation under reduced pressure
  4. 4
    Extracciónextracting with water and diethyl ether
  5. 5
    workup.DISSOLUTIONthe product was dissolved in dichloromethane (200 mL)
  6. 6
    workup.STIRRINGthe mixture was stirred for a day at room temperature
  7. 7
    OtroUpon completion of reaction
  8. 8
    Otroafter removing the solvent
  9. 9
    workup.DISTILLATIONthrough distillation under reduced pressure

Procedimiento

After adding toluene (200 mL) to a round-bottom flask containing 2-(allyloxy)ethanamine (0.398 mol) and dissolving trimethoxysilane (0.398 mol), a commercially available platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane solution was added and the mixture was stirred for 24 hours. Upon completion of reaction, after removing the solvent through distillation under reduced pressure and extracting with water and diethyl ether, the product was dissolved in dichloromethane (200 mL). After adding triethylamine (1.0 mol) and trimethylchlorosilane (0.8 mol), the mixture was stirred for a day at room temperature. Upon completion of reaction, after removing the solvent through distillation under reduced pressure, 0.342 mol (yield: 86%) of the target compound was obtained by extracting with water and diethyl ether. 1H and 13C NMR spectroscopic data of the purified N,N-bis(trimethylsilyl)-2-(3-(trimethoxysilyl)propoxy)ethanamine are as follows.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09249276B2uspto-grants-2016_02