Potassium Carbonate → 1-(4-Methylpiperazin-1-yl)pentan-3-one

HRID 2255131Notes

Reaction equation

HRID 2255131 reaction equation
Cl[CH2:2][CH2:3][C:4](=[O:7])[CH2:5][CH3:6].[CH3:8][N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:8][N:9]1[CH2:14][CH2:13][N:12]([CH2:2][CH2:3][C:4](=[O:7])[CH2:5][CH3:6])[CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 965263-Pentanone, 1-chloro-

Product 1

HCID 200879531-(4-Methylpiperazin-1-yl)pentan-3-oneYield 73.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 30,5 g of 1-chloro-3-pentanone, 25 g of 1-methylpiperazine, 41,9 g of potassium carbonate and 400 ml of acetone was refluxed for 3 h. The mixture was filtered and the acetone was evaporated. The residue was dissolved in aqueous hydrochloric acid and the resulting solution was washed twice with diethyl ether. The aqueous phase was basified with potassium carbonate and extracted twice with dichloromethane. The organic phase was washed, dried and evaporated to yield 33,8 g (73,3%) of crude 1-(4-methylpiperazinyl)pentane-3-one.

Workup

  1. temperaturewas refluxed for 3 h
  2. filtrationThe mixture was filtered
  3. customthe acetone was evaporated
  4. dissolutionThe residue was dissolved in aqueous hydrochloric acid
  5. washthe resulting solution was washed twice with diethyl ether
  6. extractionextracted twice with dichloromethane
  7. washThe organic phase was washed
  8. customdried
  9. customevaporated

Sources & evidence

ORD record
ord-b8f7e56c7380426c926d863458da9336
Source dataset
uspto-grants-1993_08
Patent number
US05238939

Reaction notes

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