Tetrahydrofuran → (4-Bromophenyl)[4-(4-chlorobenzoyl)piperidin-1-yl]methanone

HRID 1803966Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1803966
O1CCCC1.[Br:6][C:7]1[CH:15]=[CH:14][C:10]([C:11](Cl)=[O:12])=[CH:9][CH:8]=1.Cl.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]([CH:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[O:25])=[CH:20][CH:19]=1.[OH-].[Na+]>C(OCC)(=O)C>[Br:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([N:29]2[CH2:30][CH2:31][CH:26]([C:24](=[O:25])[C:21]3[CH:20]=[CH:19][C:18]([Cl:17])=[CH:23][CH:22]=3)[CH2:27][CH2:28]2)=[O:12])=[CH:9][CH:8]=1

Komponenten

6

Edukt 4

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 685154-Bromobenzoyl chlorideHCID 27771144-(4-Chlorobenzoyl)piperidine hydrochloride

Produkt 1

HCID 58484497(4-Bromophenyl)[4-(4-chlorobenzoyl)piperidin-1-yl]methanoneAusbeute 99,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To tetrahydrofuran (120 mL) were added 4-bromobenzoyl chloride (25 g), (4-chlorophenyl)piperidin-4-ylmethanone hydrochloride (30 g) and 1N aqueous sodium hydroxide solution (250 mL), and the mixture was stirred at room temperature for 3 hr. Ethyl acetate was added for partitioning, the organic layer was washed with saturated brine, and the solvent was evaporated. The residue was recrystallized to give the title compound (46 g).

Aufarbeitung

  1. customfor partitioning
  2. washthe organic layer was washed with saturated brine
  3. customthe solvent was evaporated
  4. customThe residue was recrystallized

Quellen und Nachweise

ORD-Eintrag
ord-c3cefcdddfc7477a9c5dc6cf4f6ff73d
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354401B2

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