Hydroxide → 5-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

HRID 1870615Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1870615
C(OC([N:6]1[CH2:11][CH2:10][CH:9]([N:12]2[C:16]3[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:15]=3[NH:14][C:13]2=[O:22])[CH2:8][CH2:7]1)=O)C.[NH4+].[Cl-].[OH-].C([O-])([O-])=O.[Na+].[Na+]>[OH-].[Na+]>[F:21][C:19]1[CH:18]=[CH:17][C:16]2[N:12]([CH:9]3[CH2:8][CH2:7][NH:6][CH2:11][CH2:10]3)[C:13](=[O:22])[NH:14][C:15]=2[CH:20]=1

Komponenten

6

Edukt 4

HCID 961HydroxideHCID 10340Sodium CarbonateHCID 25517Ammonium ChlorideHCID 137921864-(5-Fluoro-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboxylic acid ethyl ester

Produkt 1

HCID 137921045-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel2×

Versuchsvorschrift

A suspension of 1-ethoxycarbonyl-4-(5-fluoro-2-oxo-1-benzimidazolinyl)piperidine (5.22 g, 17 mmol.) in 2 N NaOH (55 mL) was refluxed for twelve hours. The clear amber solution was cooled to room temp. and solid NH4Cl (5.9 g, 110 mmol.) was added to neutralized the hydroxide. After addition of aq. Na2CO3 and 5 N NaOH (2 mL), the product was extracted into chloroform. The extract was dried (Na2SO4) and filtered through a pad of charcoal and then evaporated to give 4-(5-fluoro-2-oxo-1-benzimidazolinyl)piperidine as a pale yellow viscous oil.

Aufarbeitung

  1. temperaturewas refluxed for twelve hours
  2. temperatureThe clear amber solution was cooled to room temp.
  3. extractionthe product was extracted into chloroform
  4. dry with materialThe extract was dried (Na2SO4)
  5. filtrationfiltered through a pad of charcoal
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d45bd9a535514a40a31fedc668b03c53
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06096763

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