Lithium Hydroxide → 2'-methyl-2'H-[1,3']bipyrazolyl-4'-carboxylic acid

HRID 12825Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 12825
C([O:3][C:4]([C:6]1[CH:10]=[N:9][N:8]([CH3:11])[C:7]=1[N:12]1[CH:16]=[CH:15][CH:14]=[N:13]1)=[O:5])C.[Li+].[OH-]>CO.O>[CH3:11][N:8]1[C:7]([N:12]2[CH:16]=[CH:15][CH:14]=[N:13]2)=[C:6]([C:4]([OH:5])=[O:3])[CH:10]=[N:9]1

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 589728432'-methyl-2'H-[1,3']bipyrazolyl-4'-carboxylic acid ethyl ester

Produkt 1

HCID 589728492'-methyl-2'H-[1,3']bipyrazolyl-4'-carboxylic acidAusbeute 101,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 2′-methyl-2′H-[1,3′]bipyrazolyl-4′-carboxylic acid ethyl ester (340 mg, 1.54 mmol) in CH3OH (5 mL) and water (55 mL) was added LiOH (41 mg, 1.71 mmol). The reaction mixture was stirred at reflux for 4 h, and then the solution was concentrated under reduced pressure to remove the methanol. The residue was diluted with water and the solution was acidified to pH 2 with concentrated HCl. The resulting mixture was then extracted three times with ethyl acetate. The combined organic extracts were concentrated in vacuo to give 2′-methyl-2′H-[1,3′]bipyrazolyl-4′-carboxylic acid (300 mg, quantitative), which was used without further purification.

Aufarbeitung

  1. temperatureat reflux for 4 h
  2. concentrationthe solution was concentrated under reduced pressure
  3. customto remove the methanol
  4. additionThe residue was diluted with water
  5. extractionThe resulting mixture was then extracted three times with ethyl acetate
  6. concentrationThe combined organic extracts were concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-00ea013c51e947cf9f741a54305614f2
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728029B2

Notizen zur Reaktion

Wird geladen…