Tert-butyl 4-(2-chloro-4-nitrophenyl)piperazine-1-carboxylate → Tert-Butyl 4-(4-Amino-2-Chlorophenyl)Piperazine-1-Carboxylate

HRID 38250Notes

Reaction equation

HRID 38250 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]1>CCO.[Pt]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([N:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:22])([CH3:21])[CH3:23])=[O:18])[CH2:13][CH2:12]2)=[C:2]([Cl:1])[CH:7]=1

Participants

4

Reactant 1

HCID 18783805Tert-butyl 4-(2-chloro-4-nitrophenyl)piperazine-1-carboxylate

Product 1

HCID 18783766Tert-Butyl 4-(4-Amino-2-Chlorophenyl)Piperazine-1-CarboxylateYield 98.4%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

According to Scheme 5 Step 2: A solution of tert-butyl 4-(2-chloro-4-nitrophenyl)piperazine-1-carboxylate (2.50 mmol, 854 mg) in EtOH (450 mL) was passed through a Pt/C 5% column in an H-Cube equipment (mode: Full). Then the solution was concentrated under reduced pressure to yield tert-butyl 4-(4-amino-2-chlorophenyl)piperazine-1-carboxylate (2.46 mmol, 766 mg, 98%). The product was used without further purification.

Workup

  1. concentrationThen the solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0430052d69e14b47b0487cbcc89409c9
Source dataset
uspto-grants-2013_09
Patent number
US08524726B2

Reaction notes

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