Water → 1-Methyl-4-(4-nitrobenzyl)piperazine

HRID 1947206Notes

Reaction equation

HRID 1947206 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[N+:8]([C:11]1[CH:18]=[CH:17][C:14]([CH2:15]Cl)=[CH:13][CH:12]=1)([O-:10])=[O:9].O>O1CCCC1>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:15][C:14]2[CH:17]=[CH:18][C:11]([N+:8]([O-:10])=[O:9])=[CH:12][CH:13]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 74824-Nitrobenzyl chlorideHCID 531671-Methylpiperazine

Product 1

HCID 6777951-Methyl-4-(4-nitrobenzyl)piperazineYield 50%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Monomethylpiperazine (15 mL) and tetrahydrofuran (60 mL) were placed in a 200 mL eggplant shaped flask, and a solution of 4-nitrobenzylchloride (8.58 g, 50 mmol) in tetrahydrofuran was added dropwise to the mixture at room temperature while stirring. After finishing the instillation, the mixture was stirred at room temperature for 24 hours. The reaction mixture was mixed with distilled water, and the precipitated solids were collected by filtration and dried under reduced pressure to obtain the title compound (5.9 g, 50%).

Workup

  1. stirringthe mixture was stirred at room temperature for 24 hours
  2. filtrationthe precipitated solids were collected by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-2ade7757e6354aa7adb30f831d10f910
Source dataset
uspto-grants-2013_03
Patent number
US08399464B2

Reaction notes

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