4-(4-Chlorophenyl)-alpha-(4-fluorophenyl)-4-hydroxy-1-piperidinebutanol → Haloperidol

HRID 1578389

Reaktionsgleichung

Reaktionsgleichung von HRID 1578389
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:26])[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][C:15]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=3)([OH:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:25][C:22]1[CH:21]=[CH:20][C:19]([C:15]2([OH:18])[CH2:14][CH2:13][N:12]([CH2:11][CH2:10][CH2:9][C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[O:26])[CH2:17][CH2:16]2)=[CH:24][CH:23]=1

Komponenten

4

Edukt 1

HCID 1192654-(4-Chlorophenyl)-alpha-(4-fluorophenyl)-4-hydroxy-1-piperidinebutanol

Produkt 1

HCID 3559Haloperidol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 4.0 g of 1-(p-fluorophenyl)-4-[4-(p-chlorophenyl)-4-hydroxypiperidino]-1-butanol in 100 ml of chloroform was added 10 g of manganese dioxide (fine powder). And then the mixture was stirred at room temperature for 7 hours. The reaction product was filtered and the filtrate was concentrated to dryness under reduced pressure. The residue was recrystallized from aqueous acetone to obtain γ-[4-(p-chlorophenyl)-4-hydroxypiperidino]-p-fluorobutyrophenone, melting at 150° - 151°C.

Aufarbeitung

  1. filtrationThe reaction product was filtered
  2. concentrationthe filtrate was concentrated to dryness under reduced pressure
  3. customThe residue was recrystallized from aqueous acetone

Quellen und Nachweise

ORD-Eintrag
ord-c6f6cc5341bd4c88a181803460cd05ba
Quelldatensatz
uspto-grants-1976_02
Patentnummer
US03936468

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