Réaction #657257

ord-852f47be86574ff68e08c58c5bd293f0

Équation de réaction

CCOCc1cnn(C(c2ccccc2)(c2ccccc2)c2ccccc2)c1
1-trityl-4-ethoxymethylpyrazole
CCOCc1cn[nH]c1
4-ethoxymethylpyrazole
Rendement 44.0%

Réactifs

Aucun

Conditions de réaction

Température
80°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONwas added to the resulting solution
  2. 2
    TempératureAfter cooling to room temperature
  3. 3
    Filtrationthe reaction mixture was filtered
  4. 4
    Lavagewashed with dichloromethane
  5. 5
    Extractionextracted with dichloromethane
  6. 6
    Séchagedried over MgSO4
  7. 7
    Autrethe solvent was evaporated under vacuum

Mode opératoire

1-trityl-4-ethoxymethylpyrazole (1.800 g, 4.88 mmol) was dissolved in a mixture of ethanol/acetone (15 ml/5 ml) and 30 mL of 2N HCl was added to the resulting solution. The mixture was heated at 80° C. for 2 h. After cooling to room temperature, the reaction mixture was filtered and washed with dichloromethane. The aqueous layer was basified with 2N NaOH and extracted with dichloromethane. The organic layers were combined, dried over MgSO4 and the solvent was evaporated under vacuum yielding compound 4-ethoxymethylpyrazole as a white oil. Yield: 44% (270 mg, 2.14 mmol).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09023315B2uspto-grants-2015_05