Potassium Carbonate → 4-(4-Methylpiperazin-1-yl)benzaldehyde

HRID 1281189Notes

Reaction equation

HRID 1281189 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.F[C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=1.C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 680234-Fluorobenzaldehyde

Product 1

HCID 7365334-(4-Methylpiperazin-1-yl)benzaldehyde

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Conditions

Temperature
100 °C

Procedure

20 ml (0.18 mol) of 1-methylpiperazine and 19 ml (0.18 mol) of 4-fluorobenzaldehyde (Fluka, Buchs, Switzerland), in each case in 45 ml of DMSO, are added to 25 g (0.18 mol) of K2CO3 in 90 ml of DMSO and the whole is stirred at 100° C. for 3 h. The reaction mixture is cooled down and poured onto 2l of ice water; this mixture is then extracted twice with ethyl acetate. The organic phases are washed with brine, dried (Na2SO4) and concentrated by evaporation, with the title compound thereby being obtained:

Workup

  1. temperatureThe reaction mixture is cooled down
  2. extractionthis mixture is then extracted twice with ethyl acetate
  3. washThe organic phases are washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated by evaporation, with the title compound
  6. customthereby being obtained

Sources & evidence

ORD record
ord-dea39d44cbfb4970aa67f088c885c534
Source dataset
uspto-grants-2002_09
Patent number
US06451973B1

Reaction notes

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