Reaktion #586100

ord-62388dac03b24cc1990f6196e9532ce6

Reaktionsgleichung

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
Ausbeute 88.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07767623B2uspto-grants-2010_08