Reacción #586100

ord-62388dac03b24cc1990f6196e9532ce6

Ecuación de reacción

CC(=C[Si](C)(C)C)c1ccccc1[N+](=O)[O-]
product
CC(=C[Si](C)(C)C)c1ccccc1[N+](=O)[O-]
2-(2-Nitrophenyl)-3-(trimethylsilyl)-2-propene
[H][H]
hydrogen
CC(C[Si](C)(C)C)c1ccccc1N
2-(2-aminophenyl)-3-(trimethylsilyl)-propane
Rendimiento 88.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe catalyst was filtered off
  2. 2
    Otroafter evaporation of the solvent
  3. 3
    Otrothe product was chromatographed on silacagel (eluent: 10% ethylacetate in hexane)

Procedimiento

The reaction product of step A [7.2 g] was hydrogenated in tetrahydrofurane over palladium on charcoal at atmospheric pressure and room temperature until the uptake of hydrogen ceased. The catalyst was filtered off and, after evaporation of the solvent, the product was chromatographed on silacagel (eluent: 10% ethylacetate in hexane) to yield 2-(2-aminophenyl)-3-(trimethylsilyl)-propane [4.7 g; 88% purity according to NMR]. This product was used in the next step without further purification.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07767623B2uspto-grants-2010_08