Piperazine → 1-(2-Phenylpropyl)piperazine

HRID 128203Notes

Reaction equation

HRID 128203 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:7][CH:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:9]Br>O.C(O)C>[C:11]1([CH:8]([CH3:9])[CH2:7][N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 4837PiperazineHCID 978131-Bromo-2-phenylpropane

Product 1

HCID 205089731-(2-Phenylpropyl)piperazine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of piperazine (344 g), β-bromoisopropylbenzene (199 g) in water (1 liter) and ethanol (0.35 liter) is refluxed for 24 hours. After cooling, the resulting amine is extracted with 3×0.5 liter methylene chloride. After washing with water and evaporation of the solvent in vacuo, the resulting 2-phenylpropyl piperazine is distilled; b.p.=163°-165° C./15 mm Hg.

Workup

  1. temperatureAfter cooling
  2. extractionthe resulting amine is extracted with 3×0.5 liter methylene chloride
  3. washAfter washing with water and evaporation of the solvent in vacuo
  4. distillationthe resulting 2-phenylpropyl piperazine is distilled

Sources & evidence

ORD record
ord-410e50dca39446c98a64a81e9efa670f
Source dataset
uspto-grants-1981_03
Patent number
US04259334

Reaction notes

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