2-Chloroacetophenone → 1-Phenyl-2-(piperazin-1-yl)ethan-1-one--hydrogen chloride (1/2)

HRID 2055218Notes

Reaction equation

HRID 2055218 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)=O.[Cl:9]C[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[ClH:9].[ClH:9].[CH2:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12]

Participants

5

Reactant 3

HCID 107572-ChloroacetophenoneHCID 11430Potassium CarbonateHCID 821911-Piperazinecarboxaldehyde

Product 1

HCID 230805121-Phenyl-2-(piperazin-1-yl)ethan-1-one--hydrogen chloride (1/2)Yield 95%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of N-formyl piperazine 35.5 g (310 mmol), 2-chloro-1-phenylethanone (57.6 g, 372 mmol) and anhydrous K2CO3 (64.3 g, 465 mmol) in 320 ml of acetone was treated according to general preparation 1 to give 49 g of N-phenacyl piperazine dihydrochloride, yield 57%, mp 246-8° C. (dec). M+ 204.

Workup

  1. additionwas treated
  2. customaccording to general preparation 1

Sources & evidence

ORD record
ord-728ed3dc421d407489c360614490d115
Source dataset
uspto-grants-2008_02
Patent number
US07332495B2

Reaction notes

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