Réaction #586100

ord-62388dac03b24cc1990f6196e9532ce6

Équation de réaction

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
Rendement 88.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07767623B2uspto-grants-2010_08