Potassium Carbonate → 1-[4-(3-Ethoxypropylamino)benzoyl]-4-[2-(4-chlorophenyl)ethyl]piperazine

HRID 1975346Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1975346
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[CH2:25]([O:27][CH2:28][CH2:29][CH2:30]Br)[CH3:26].C([O-])([O-])=O.[K+].[K+]>C(O)(C)C>[CH2:25]([O:27][CH2:28][CH2:29][CH2:30][NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH2:10][CH2:9]2)=[O:7])=[CH:23][CH:24]=1)[CH3:26]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 2604931-bromo-3-ethoxypropaneHCID 189463571-(4-Aminobenzoyl)-4-[2-(4-chlorophenyl)ethyl]piperazine

Produkt 1

HCID 190994271-[4-(3-Ethoxypropylamino)benzoyl]-4-[2-(4-chlorophenyl)ethyl]piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

11 g of 1-(4-aminobenzoyl)-4-[2-(4-chlorophenyl)ethyl]piperazine and 5.7 g of 3-ethoxypropyl bromide are suspended in 150 ml of isopropanol and dissolved at 100°. 9.4 g of potash are added thereto, and the mixture is boiled under reflux for 20 hours. Concentration by evaporation and chromatography over silica gel yield an oil, which is crystallised from methylene chloride and petroleum ether, yielding 1-[4-(3-ethoxypropylamino)benzoyl]-4-[2-(4-chlorophenyl)ethyl]piperazine having a melting point of 87°-89°.

Aufarbeitung

  1. dissolutiondissolved at 100°
  2. temperatureunder reflux for 20 hours
  3. concentrationConcentration
  4. customby evaporation and chromatography over silica gel
  5. customyield an oil, which
  6. customis crystallised from methylene chloride and petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-8e0152fa8b7a4eda9ce8432ef410d20a
Quelldatensatz
uspto-grants-1994_02
Patentnummer
US05286728

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