Reaction #586100

Reaction equation

product

2-(2-Nitrophenyl)-3-(trimethylsilyl)-2-propene

hydrogen

→

2-(2-aminophenyl)-3-(trimethylsilyl)-propane

Yield 88.0%

Solvents

tetrahydrofurane

Conditions

Workup

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

Procedure

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