Реакция #586100

ord-62388dac03b24cc1990f6196e9532ce6

Уравнение реакции

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
Выход 88.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07767623B2uspto-grants-2010_08