Piperazine → 1-[(4-Bromophenyl)methyl]piperazine

HRID 737111Notes

Reaction equation

HRID 737111 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[NH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 685274-Bromobenzyl bromide

Product 1

HCID 8764941-[(4-Bromophenyl)methyl]piperazine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

This compound could be made in the following manner: 2 g of 4-Bromobenzyl bromide and 1 equ. piperazine in acetonitrile would be stirred at room temperature and 1.1 g of potassium carbonate would be added. The reaction would be stirred at room temperature overnight. The solution would then be filtered through Celite and concentrated in vacuo to afford the crude product. Purification would be done by flash chromatography using a methylene chloride/methanol gradient.

Workup

  1. customThe reaction
  2. filtrationThe solution would then be filtered through Celite
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-644b95f8f0c442a188f83b3f6390af57
Source dataset
uspto-grants-2009_09
Patent number
US07595397B2

Reaction notes

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