Potassium Carbonate → 4-(3,5-Dimethylpiperazin-1-yl)benzaldehyde

HRID 591642Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 591642
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[CH3:10][CH:11]1[CH2:16][NH:15][CH2:14][CH:13]([CH3:17])[NH:12]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH3:10][CH:11]1[NH:12][CH:13]([CH3:17])[CH2:14][N:15]([C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)[CH2:16]1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 660562,6-DimethylpiperazineHCID 680234-Fluorobenzaldehyde

Produkt 1

HCID 866620204-(3,5-Dimethylpiperazin-1-yl)benzaldehydeAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 4-fluorobenzaldehyde (2.0 g, 16.1 mmol), 2,6-dimethylpiperazine (2.2 g, 19.3 mmol), and K2CO3 (2.7 g, 19.3 mmol) in DMF (10 mL) was heated at 120° C. for 4 hours. Then, the reaction was diluted with H2O and extracted with EtOAc. The organics were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel eluting with 3% to 10% MeOH/CH2Cl2 afforded 4-(3,5-dimethylpiperazin-1-yl)benzaldehyde (2.0 g, 57%).

Aufarbeitung

  1. extractionextracted with EtOAc
  2. washThe organics were washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customPurification by flash chromatography on silica gel eluting with 3% to 10% MeOH/CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-c26f7d226a024a26a95b314d497a86d9
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238640B2

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