2-Bromopropiophenone → N1-benzyl-N4-(1-benzoylethyl) piperazine dihydrochloride

HRID 2102488Notes

Reaction equation

HRID 2102488 reaction equation
[ClH:1].Cl.[CH2:3]([N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Br[CH:17]([CH3:26])[C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:19]>>[ClH:1].[ClH:1].[CH2:3]([N:10]1[CH2:15][CH2:14][N:13]([CH:17]([C:18](=[O:19])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH3:26])[CH2:12][CH2:11]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 164522-BromopropiophenoneHCID 12198046Piperazine, 1-(phenylmethyl)-, hydrochloride (1:2)

Product 1

HCID 69054293N1-benzyl-N4-(1-benzoylethyl) piperazine dihydrochlorideYield 142.9%

Procedure

A mixture of N-benzylpiperazine dihydrochloride (7 mmol) and 2-bromo-1-phenylpropan-1-one (8.4 mmol) was treated according to the general preparation 2 to obtain N1-benzyl-N4-(1-benzoylethyl) piperazine dihydrochloride (2.6 g, 5 mmol), which was reduced according to the general preparation 3 to obtain 1.28 g of the title compound, yield 67%, mp 244-246° C.).

Workup

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

Sources & evidence

ORD record
ord-4611f17e90e44b93bac5d7581c42f209
Source dataset
uspto-grants-2009_08
Patent number
US07576086B2

Reaction notes

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