Piperazine → HCID 20437426, compound

HRID 2102489Notes

Reaction equation

HRID 2102489 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Cl)=[CH:4][CH:3]=1.[NH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>>[ClH:1].[ClH:1].[Cl: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 77231-Chloro-4-(chloromethyl)benzene

Product 1

HCID 20437426HCID 20437426, compoundYield 65%

Procedure

First of all, a mixture of 4-chlorobenzylchlorine and piperazine was treated according to the general preparation 1 to obtain N-(4-chlorobenzyl) piperazine dihydrochloride, yield 65%, mp 278-280° C. Then, a mixture of the above product (5 g, 20 mmol), KHCO3 (70 mmol) and 2-bromo-1-phenylpropan-1-one (3.96 ml, 26 mmol) in 40 ml of ethanol was refluxed for 8 hours, and then treated according to the general preparation 2 to obtain 6.1 g of N1-(4-chlorobenzyl)-N4-(1-benzoylethyl) piperazine dihydrochloride, yield 59.51%, mp 260-262° C. Finally, a mixture of above compound (1.5 g, 3.45 mmol) and KBH4 (0.74 g, 14 mmol) was treated according to the general preparation 3 to obtain the title compound, yield 65%, mp. 240° C.).

Workup

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

Sources & evidence

ORD record
ord-14b0f798b3ec4665ae3a1d545491450a
Source dataset
uspto-grants-2009_08
Patent number
US07576086B2

Reaction notes

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