Piperazine → 1-[(4-Fluorophenyl)methyl]piperazine--hydrogen chloride (1/2)

HRID 2102491Notes

Reaction equation

HRID 2102491 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][Cl:7])=[CH:4][CH:3]=1.[NH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>>[ClH:7].[ClH:7].[F: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

3

Reactant 2

HCID 4837PiperazineHCID 96024-Fluorobenzyl chloride

Product 1

HCID 126798621-[(4-Fluorophenyl)methyl]piperazine--hydrogen chloride (1/2)Yield 67%

Procedure

A mixture of 4-fluorobenzylchlorine and piperazine was treated according to the general preparation 1 to obtain N-(4-fluorobenzyl) piperazine dihydrochloride (67%), mp, 282-284° C. The N1-(4-fluorobenzyl)-N4-phenacyl piperazine dihydrochloride could be preparated according to the general preparation 2, which was reduced with KHCO3 (0.65 g, 6.5 mmol) and KBH4 (0.59 g, 10.4 mmol) in methanol (40 ml) according to the general preparation 3 to obtain 0.72 g of the title compound as white solid.

Workup

  1. additionwas treated
  2. customaccording to the general preparation 1

Sources & evidence

ORD record
ord-b48faaecea5945a5911ff97f532eccd4
Source dataset
uspto-grants-2009_08
Patent number
US07576086B2

Reaction notes

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