Sodium Hydroxide → 5-Carboxy-2-(4-fluorophenyl)-3-(pyridin-4-yl)thiophene

HRID 9879

Reaktionsgleichung

Reaktionsgleichung von HRID 9879
C([O:3][C:4]([C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[C:8]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)[CH:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[C:4]([C:6]1[S:10][C:9]([C:11]2[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=2)=[C:8]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)[CH:7]=1)([OH:5])=[O:3]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 219885075-Ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)thiophene

Produkt 1

HCID 219885025-Carboxy-2-(4-fluorophenyl)-3-(pyridin-4-yl)thiopheneAusbeute 91,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

5-Ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)thiophene (15.17 g (46.3 mmol), prepared as described in 1)) was dissolved in ethanol (150 ml). To the solution was added an aqueous solution of 1 N sodium hydroxide (93 ml, 93 mmol), and the resulting mixture was stirred at 100° C. for 30 minutes. At the end of this time, ethanol was removed by distillation under reduced pressure. To the reaction residue was added water, and then an aqueous solution of 1 N hydrochloric acid (93 ml). The precipitated crystals were collected by filtration, to give the title compound (12.64 g) as a pale brown powder (yield 91%).

Aufarbeitung

  1. customAt the end of this time, ethanol was removed by distillation under reduced pressure
  2. additionTo the reaction residue was added water
  3. filtrationThe precipitated crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-d7ef2be036f64ada85c82b1e0ea6db93
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091352B2

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