1-(4-Nitrophenyl)piperazine → 1-Boc-4-(4-Nitrophenyl)piperazine

HRID 499200Notes

Reaction equation

HRID 499200 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[O:16](C(OC(C)(C)C)=O)[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=O>ClCCl>[C:20]([O:19][C:17]([N:13]1[CH2:14][CH2:15][N:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[CH2:11][CH2:12]1)=[O:16])([CH3:23])([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 804471-(4-Nitrophenyl)piperazineHCID 90495Di-tert-butyl dicarbonate

Product 1

HCID 33806961-Boc-4-(4-Nitrophenyl)piperazineYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(4-Nitro-phenyl)-piperazine (2 g, 9.65 mmol) is dissolved in dichloromethane (50 mL) and (BOC)2O is added (2.10 g, 9.65 mmol). The mixture is stirred at room temperature overnight. Solvent removal affords a yellow solid (2.96 g, 100% yield, ES+(m/z) 308 [M+H]).

Workup

  1. customSolvent removal
  2. customaffords a yellow solid (2.96 g, 100% yield, ES+(m/z) 308 [M+H])

Sources & evidence

ORD record
ord-5e0036a30e5c4b82945ae2d9c248653f
Source dataset
uspto-grants-2010_08
Patent number
US07767674B2

Reaction notes

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