Sodium Hydroxide → 1-Methyl-1H-pyrazole-4-carboxylic acid

HRID 356448

Reaktionsgleichung

Reaktionsgleichung von HRID 356448
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([O:9]CC)=[O:8])[CH:4]=[N:3]1.[OH-].[Na+]>C(O)C>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[CH:4]=[N:3]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 11116265ethyl 1-methyl-1H-pyrazole-4-carboxylate

Produkt 1

HCID 6431601-Methyl-1H-pyrazole-4-carboxylic acidAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of ethyl 1-methyl-1H-pyrazole-4-carboxylate (20.2 g, 131 mmol) and NaOH (6.3 g, 158 mmol) in 200 mL absolute ethanol was refluxed for 2 h and stirring was continued at RT for 18 h. After that, the solvent was removed in vacuo. The residue was dissolved in water. The aq solution was washed with ether and acidified with concentrated HCl. The solid was filtered, washed with water and air-dried to give 14.2 g of 1-methyl-1H-pyrazole-4-carboxylic acid in 86% yield.

Aufarbeitung

  1. customAfter that, the solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in water
  3. washThe aq solution was washed with ether
  4. filtrationThe solid was filtered
  5. washwashed with water
  6. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-be92d302f9ea4966943f485ff6aaf2a7
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05834447

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