1-Boc-4-(2-nitrophenyl)piperazine → tert-Butyl 4-(2-aminophenyl)piperazine-1-carboxylate

HRID 864384Notes

Reaction equation

HRID 864384 reaction equation
[CH3:1][C:2]([CH3:22])([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[N+:19]([O-])=O)[CH2:9][CH2:8]1)=[O:6])[CH3:3]>C(O)C.[Pd]>[CH3:3][C:2]([CH3:22])([O:4][C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[NH2:19])[CH2:9][CH2:8]1)=[O:6])[CH3:1]

Participants

4

Reactant 1

HCID 219352101-Boc-4-(2-nitrophenyl)piperazine

Product 1

HCID 2795530tert-Butyl 4-(2-aminophenyl)piperazine-1-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-[1,1-Dimethylethoxycarbonyl]-4-(2-nitrophenyl)piperazine (PREPARATION 12, 7.61 g) is dissolved in ethanol (150 ml). Palladium on carbon (10%, 0.75 g) is added and the reaction is hydrogenated at 45 psi for 6 hr. The mixture is filtered thru celite and concentrated under reduced pressure to give the title compound.

Workup

  1. filtrationThe mixture is filtered thru celite
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d734103bf569437b8a5ede11b22963ff
Source dataset
uspto-grants-1996_10
Patent number
US05563142

Reaction notes

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