Réaction #41142

ord-74bbc7229e774ccda91f8e7165057b08

Équation de réaction

CCOC(=O)c1cnn(C(C)(C)C)c1C(F)(F)F
1-tert-butyl-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester
[Li+].[OH-]
lithium hydroxide
CC(C)(C)n1ncc(C(=O)O)c1C(F)(F)F
1-tert-butyl-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid
Rendement 92.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe mixture was heated
  2. 2
    Températureto reflux for 2 hr
  3. 3
    Concentrationconcentrated to approximately half of the original volume
  4. 4
    Extractionextracted with methylene chloride
  5. 5
    SéchageThe extracts were dried over sodium sulfate
  6. 6
    Filtrationfiltered
  7. 7
    Concentrationconcentrated

Mode opératoire

To a stirred mixture of 1-tert-butyl-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester (3.000 g; 11.4 mmol) in methanol/water (1:1 ratio, 50 mL) was added lithium hydroxide (0.383 g; 16.0 mmol) at room temperature. The mixture was heated to reflux for 2 hr, then allowed to cool to room temperature and concentrated to approximately half of the original volume. The resulting mixture was acidified with 1N HCl to ˜pH 1 and extracted with methylene chloride. The extracts were dried over sodium sulfate, filtered and concentrated to provide 1-tert-butyl-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid (2.47 g, 92%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07728029B2uspto-grants-2010_06