Potassium Iodide → 1-Butanone, 1-(4-fluorophenyl)-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)-, hydrochloride

HRID 1658658Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1658658
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:21][CH2:22][CH2:23][CH2:24][C:25]([C:27]1[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=1)=[O:26].[I-].[K+].C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[ClH:21].[F:33][C:30]1[CH:29]=[CH:28][C:27]([C:25](=[O:26])[CH2:24][CH2:23][CH2:22][N:12]2[CH2:13][CH2:14][CH:9]([C:7]([OH:8])([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:10][CH2:11]2)=[CH:32][CH:31]=1

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 15723AzacyclonolHCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 2061821-Butanone, 1-(4-fluorophenyl)-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)-, hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 26.73 g (0.1 mole) of α,α -diphenyl-4-piperidinemethanol, 22 g (0.11 mole) of 4-chloro-4' -fluorobutyrophenone, a trace of potassium iodide and 13.5 g (0.16 mole) of sodium bicarbonate in 500 ml of toluene was refluxed for 21/2 days. The mixture was filtered, and the filtrate was cooled. The resulting solid was converted by generally known methods to the hydrochloride salt which was recrystallized from methanol and butanone to give the desired product, M.P. 224.5°-225.5° C.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. temperaturethe filtrate was cooled
  3. customwas recrystallized from methanol and butanone

Quellen und Nachweise

ORD-Eintrag
ord-f908f56bbab342eea966ce478e33b3bd
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03965257

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