Reaction #72918

Reaction equation

1-tert-butyl-4-(4-nitrophenyl)piperazine

ammonium chloride

→

amine

Yield 89.6%

4-(4-tert-butylpiperazin-1-yl)phenylamine

Yield 89.6%

Solvents

methanol

water

Conditions

Workup

1. 1
   Temperaturethe suspension was cooled
2. 2
   Filtrationfiltered
3. 3
   workup.ADDITIONpH was adjusted to 10 through portionwise addition of Na2CO3 to the aqueous phase
4. 4
   ExtractionExtraction with dichloromethane

Procedure

To a solution of 840 mg (3.189 mmol) of 1-tert-butyl-4-(4-nitrophenyl)piperazine in 24 mL of methanol, 904 mg (16.9 mmol) of ammonium chloride dissolved in 6 mL of water and 552 mg (9.886 mmol) of iron were added. After 7 hours, the suspension was cooled and filtered. pH was adjusted to 10 through portionwise addition of Na2CO3 to the aqueous phase. Extraction with dichloromethane yielded 667 mg of the title amine.

Source