Methanol → potassium 2-(4-(1H-pyrazol-1-yl)phenyl)-2-methoxyacetate

HRID 56495

Reaktionsgleichung

Reaktionsgleichung von HRID 56495
[N:1]1([C:6]2[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[CH:14](Br)(Br)Br.[OH-:18].[K+:19].[CH3:20][OH:21]>O1CCOCC1>[N:1]1([C:6]2[CH:13]=[CH:12][C:9]([CH:10]([O:11][CH3:14])[C:20]([O-:21])=[O:18])=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[K+:19]

Komponenten

6

Edukt 4

HCID 887Methanol2×HCID 5558BromoformHCID 14797Potassium HydroxideHCID 27764774-(1H-Pyrazol-1-yl)benzaldehyde

Produkt 1

HCID 67388986potassium 2-(4-(1H-pyrazol-1-yl)phenyl)-2-methoxyacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-(1H-pyrazol-1-yl)benzaldehyde (1.3 g, 7.55 mmol) and bromoform (0.85 mL, 9.75 mmol) in MeOH (10 mL) and dioxane (10 mL) was added dropwise a solution of potassium hydroxide (2.2 g, 39 mmol) in MeOH (10 mL) over 15 minutes. Stirring was then continued for 23 hours. The mixture was filtered through Celite, rinsed through with EtOAc and concentrated under reduced pressure to yield potassium 2-(4-(1H-pyrazol-1-yl)phenyl)-2-methoxyacetate as a light yellow solid (3.2 g) that was used without further purification. See U.S. Pat. No. 7,129,238.

Aufarbeitung

  1. filtrationThe mixture was filtered through Celite
  2. washrinsed through with EtOAc
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-034ed94b6f7243d68a696cd0661a86e9
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434707B2

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