Réaction #586103

ord-9afa0ed7125f44b9a6fd29e53e214e14

Équation de réaction

C=Cc1c([N+](=O)[O-])cccc1C(C)(C)C
1-tert-butyl-2-vinyl-3-nitrobenzene
C=Cc1c(N)cccc1C(C)(C)C
3-tert-butyl-2-vinyl-phenylamine
CCc1c(N)cccc1C(C)(C)C
3-tert-butyl-2-ethyl-phenylamine

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.WAITis hydrogenated at room temperature for 2,5 hours
  2. 2
    FiltrationThe catalyst is filtered off
  3. 3
    Autrethe solvent is evaporated in a water jet vacuum
  4. 4
    AutreThe crude reaction product

Mode opératoire

In a hydrogenation apparatus, a mixture of 1,5 g (8,55 mmol) 1-tert-butyl-2-vinyl-3-nitrobenzene and 250 mg 5% Pd/C and 20 ml of absolute methanol is hydrogenated at room temperature for 2,5 hours. The catalyst is filtered off and the solvent is evaporated in a water jet vacuum. The crude reaction product can be used directly for further chemical transformations. This gives 1,5 g 3-tert-butyl-2-vinyl-phenylamine in the form of a slightly brownish liquid (98% of theory).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07767625B2uspto-grants-2010_08