Reaction #10878

Reaction equation

4-(4-Nitrophenyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester

hydrogen

→

4-(4-aminophenyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester

Yield 99.8%

Solvents

ethanol

Conditions

Workup

1. 1
   Filtrationfiltered through a Celite pad
2. 2
   WashThe pad was washed with ethyl acetate (3×100 mL)
3. 3
   Otherthe combined solution was evaporated in vacuo

Procedure

4-(4-Nitrophenyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester (20 g, 65 mmol) was dissolved in anhydrous ethanol (250 mL) and 10% Pd/C (1.8 g) was added. The mixture was stirred for 1.5 h under 10 psi of hydrogen and filtered through a Celite pad. The pad was washed with ethyl acetate (3×100 mL) and the combined solution was evaporated in vacuo to yield 4-(4-aminophenyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester (18 g, 98% yield).

Source