Reaction #586103

Reaction equation

1-tert-butyl-2-vinyl-3-nitrobenzene

3-tert-butyl-2-vinyl-phenylamine

→

3-tert-butyl-2-ethyl-phenylamine

Solvents

methanol

Conditions

Workup

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

Procedure

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