Chloroacetyl chloride → HCID 9807390, Verbindung

HRID 1975345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1975345
[CH:1]([O:4][CH2:5][CH2:6][N:7]([C:15]1[CH:37]=[CH:36][C:18]([C:19]([N:21]2[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)[CH2:23][CH2:22]2)=[O:20])=[CH:17][CH:16]=1)[C:8]([O:10]C(C)(C)C)=O)([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+].[Cl:44][CH2:45]C(Cl)=O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[ClH:35].[CH:1]([O:4][CH2:5][CH2:6][N:7]([C:15]1[CH:37]=[CH:36][C:18]([C:19]([N:21]2[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][C:29]3[CH:30]=[CH:31][C:32]([Cl:35])=[CH:33][CH:34]=3)[CH2:23][CH2:22]2)=[O:20])=[CH:17][CH:16]=1)[C:8](=[O:10])[CH2:45][Cl:44])([CH3:3])[CH3:2]

Komponenten

6

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 11430Potassium CarbonateHCID 19099473HCID 19099473, Verbindung

Produkt 1

HCID 9807390HCID 9807390, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

22 g of 1-{4-[N-(2-isopropyloxyethyl)amino]benzoyl}-4-[2-(4-chlorophenyl)ethyl]piperazine (Example 2) and 20.7 g of potash are introduced into 650 ml of toluene, and the mixture is kept at 45° for 15 minutes. At that temperature and with stirring, a solution of 7.1 g of chloroacetyl chloride in 30 ml of toluene is added dropwise. The mixture is stirred for 30 minutes at 45° and then stirring is continued at room temperature. The reaction solution is diluted with 500 ml of ethyl acetate and washed twice with 250 ml of water each time. The oil obtained after concentration by evaporation is chromatographed over silica gel and recrystallised in the form of the hydrochloride from acetone/ether, yielding 1-{4-[N-(2-isopropyloxyethyl)-N-chloroacetylamino]benzoyl}-4-[2-(4-chlorophenyl)ethyl]piperazine hydrochloride having a melting point of 146°-147°.

Aufarbeitung

  1. stirringThe mixture is stirred for 30 minutes at 45°
  2. stirringstirring
  3. customis continued at room temperature
  4. washwashed twice with 250 ml of water each time
  5. customThe oil obtained
  6. concentrationafter concentration
  7. customby evaporation
  8. customis chromatographed over silica gel
  9. customrecrystallised in the form of the hydrochloride from acetone/ether

Quellen und Nachweise

ORD-Eintrag
ord-5e481a0a04834e0f8d33f75559841784
Quelldatensatz
uspto-grants-1994_02
Patentnummer
US05286728

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