Lithium Hydroxide → 5-chloro-1-cyclobutyl-1H-pyrazole-4-carboxylic acid

HRID 12921Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 12921
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH:12]2[CH2:15][CH2:14][CH2:13]2)[C:10]=1[Cl:11])=[O:5])C.[Li+].[OH-]>CO.O>[Cl:11][C:10]1[N:9]([CH:12]2[CH2:13][CH2:14][CH2:15]2)[N:8]=[CH:7][C:6]=1[C:4]([OH:5])=[O:3]

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 58972820HCID 58972820, Verbindung

Produkt 1

HCID 589728585-chloro-1-cyclobutyl-1H-pyrazole-4-carboxylic acidAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 5-chloro-1-cyclobutyl-1H-pyrazole-4-carboxylic acid ethyl ester (182 mg, 0.79 mmol) in methanol (8 mL) and water (8 mL) was added LiOH (23 mg, 0.96 mmol). The reaction mixture was stirred at reflux for 4 hours and then concentrated under reduced pressure to remove the methanol. The residue was diluted with water, acidified to pH 2 with concentrated HCl and extracted with ethyl acetate. The organic layer was evaporated in vacuo to give 5-chloro-1-cyclobutyl-1H-pyrazole-4-carboxylic acid (148 mg, 94%) which was used without further purification.

Aufarbeitung

  1. temperatureat reflux for 4 hours
  2. concentrationconcentrated under reduced pressure
  3. customto remove the methanol
  4. additionThe residue was diluted with water
  5. extractionextracted with ethyl acetate
  6. customThe organic layer was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dd3268c8f97946cc86e36fdf228ddcd2
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728029B2

Notizen zur Reaktion

Wird geladen…