Potassium Hydroxide → 1-Ethyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid

HRID 374419Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 374419
[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]([O:10]CC)=[O:9])[C:5]([C:13]([F:16])([F:15])[F:14])=[N:4]1)[CH3:2].[OH-].[K+]>C(O)C.O>[CH2:1]([N:3]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[C:5]([C:13]([F:15])([F:14])[F:16])=[N:4]1)[CH3:2]

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 18996914Ethyl 1-ethyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate

Produkt 1

HCID 189969211-Ethyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acidAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Ethyl 1-ethyl-3-trifluoromethylpyrazole-4-carboxylate (2.17 g) was dissolved in ethanol and potassium hydroxide (1.06 g) in water was added. The reaction was stirred at room temperature overnight. Ethanol was removed under reduced pressure and the resulting residue partitioned between water and ether. The aqueous layer was separated, acidified with hydrochloric acid (2M) and extracted with ether. The combined organic extracts were dried over anhydrous magnesium sulphate and evaporated in vacuo to give 1-ethyl-3-trifluoromethylpyrazole-4-carboxylic acid as a white solid (1.86 g). NMR (CDCl3) δ1.45(t,3H), 4.20(q,2H), 7.95(s,1H).

Aufarbeitung

  1. customEthanol was removed under reduced pressure
  2. customthe resulting residue partitioned between water and ether
  3. customThe aqueous layer was separated
  4. extractionextracted with ether
  5. dry with materialThe combined organic extracts were dried over anhydrous magnesium sulphate
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-af4729e6010847c8ab096931b504e87a
Quelldatensatz
uspto-grants-1996_01
Patentnummer
US05480857

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