Lithium Hydroxide → 1-Methyl-5-(1H-pyrrol-1-yl)-1H-pyrazole-4-carboxylic acid

HRID 1393043Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1393043
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH3:16])[C:10]=1[N:11]1[CH:15]=[CH:14][CH:13]=[CH:12]1)=[O:5])C.[Li+].[OH-]>CO.O>[CH3:16][N:9]1[C:10]([N:11]2[CH:15]=[CH:14][CH:13]=[CH:12]2)=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]1

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 2777484Ethyl 1-methyl-5-(1H-pyrrol-1-yl)-1H-pyrazole-4-carboxylate

Produkt 1

HCID 155002461-Methyl-5-(1H-pyrrol-1-yl)-1H-pyrazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 1-methyl-5-pyrrol-1-yl-1H-pyrazole-4-carboxylic acid ethyl ester (Maybridge plc, Cornwall, UK; 20 g, 91.2 mmol) in methanol (100 mL) and water (100 mL) was added LiOH (2.4 g, 100.3 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 (9 mL), and extracted with ethyl acetate. The combined extracts were evaporated in vacuo to give 1-methyl-5-pyrrol-1-yl-1H-pyrazole-4-carboxylic acid 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 combined extracts were evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-19c5a7ab9ab44e339c32927f6c6b21de
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07345058B2

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