Ethanol → 1-[2-[Bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine maleate

HRID 2286360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2286360
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[O:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:4][CH:3]=1.[C:25](=[O:28])([O-:27])[O-].[K+].[K+].Br[CH2:32][CH2:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.C([OH:43])C>>[C:8]([OH:43])(=[O:9])/[CH:18]=[CH:23]\[C:25]([OH:27])=[O:28].[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)[O:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][N:15]([CH2:32][CH2:33][CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:14][CH2:13]2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 12503(3-Bromopropyl)benzeneHCID 99740131-[2-[Bis(4-fluorophenyl)methoxy]ethyl]piperazine

Produkt 1

HCID 250094621-[2-[Bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine maleate

Versuchsvorschrift

To a mixture of 6 g (0.018 mol) of 1-[2-[bis(4-fluorophenyl)methoxy] ethyl]piperazine (prepared as described in Example 3) and 3 g of potassium carbonate powder in 50 ml of ethanol, 3.6 g (0.018 mol) of (3-bromopropyl) benzene (G. O. Aspinall et al., J. Chem. Soc. 1950, 743) was added dropwise at room temperature. The mixture was then slowly heated and refluxed for 3 hours. The reaction mixture was filtered and the filtrate was concentrated. The residue was taken up in diethyl ether, undissolved matter was filtered off and ethereal maleic acid was added until the liquid reacted acidic. The percipitate was filtered off and crystallized from a mixture of methanol and dimethylformamide. 1-[2-[Bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine maleate (1:2) was obtained. Melting point 185.0°-185.5° C.

Aufarbeitung

  1. addition1950, 743) was added dropwise at room temperature
  2. temperatureThe mixture was then slowly heated
  3. temperaturerefluxed for 3 hours
  4. filtrationThe reaction mixture was filtered
  5. concentrationthe filtrate was concentrated
  6. filtrationundissolved matter was filtered off
  7. additionethereal maleic acid was added until the liquid
  8. customreacted acidic
  9. filtrationThe percipitate was filtered off
  10. customcrystallized from a mixture of methanol and dimethylformamide

Quellen und Nachweise

ORD-Eintrag
ord-50a53cdab8f4406397bccb6a351d2d00
Quelldatensatz
uspto-grants-1981_05
Patentnummer
US04265894

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