Potassium Carbonate → N1-benzyl-N4-(4-chloro phenacyl)piperazine dihydrochloride

HRID 2055219Notes

Reaction equation

HRID 2055219 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.C([O-])([O-])=O.[K+].[K+].Br[CH2:23][C:24]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)=[O:25]>CC(C)=O>[ClH:32].[ClH:1].[CH2:3]([N:10]1[CH2:15][CH2:14][N:13]([CH2:23][C:24]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)=[O:25])[CH2:12][CH2:11]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 68303p-Chlorophenacyl bromideHCID 12198046Piperazine, 1-(phenylmethyl)-, hydrochloride (1:2)

Product 1

HCID 69061709N1-benzyl-N4-(4-chloro phenacyl)piperazine dihydrochlorideYield 114.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of N-benzyl piperazine dihydrochloride (2.49 g, 10 mmol), K2CO3 (4.14 g, 30 mmol) and 2-bromo-1-(4-chlorophenyl)ethanone (2.8 g, 12 mmol) in 100 ml of acetone was refluxed for 5 hours, and then treated according to general preparation 2 to give 2.76 g of compound (IV-6), yield 68.7%, mp 231-233° C. M+ 328.

Workup

  1. temperaturewas refluxed for 5 hours
  2. additiontreated
  3. customaccording to general preparation 2

Sources & evidence

ORD record
ord-890bc28bf526482fb3d55df421f76725
Source dataset
uspto-grants-2008_02
Patent number
US07332495B2

Reaction notes

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