Reacción #92151

ord-44bc26eba1ad4c908dc5efbc02e391ac

Disolventes

Condiciones de reacción

Temperatura
70°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroInto a 50-mL round-bottom flask, was placed
  2. 2
    TemperaturaThe reaction mixture was cooled
  3. 3
    ConcentraciónThe resulting mixture was concentrated under vacuum
  4. 4
    FiltraciónThe solids were collected by filtration
  5. 5
    Lavadowashed with 10 mL H2O
  6. 6
    OtroThen the solid was dried under infrared light
  7. 7
    OtroThis resulted in 150 mg (77%) of 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]naphthalene-1-carboxylic acid as a white solid

Procedimiento

Into a 50-mL round-bottom flask, was placed methanol (20 mL), methyl 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]naphthalene-1-carboxylate (200 mg, 0.40 mmol, 1.00 equiv), 15% NaOH (5 mL). The resulting solution was stirred for 2 h at 70° C. in an oil bath. The reaction mixture was cooled. The resulting mixture was concentrated under vacuum. The solids were collected by filtration and washed with 10 mL H2O. Then the solid was dried under infrared light. This resulted in 150 mg (77%) of 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]naphthalene-1-carboxylic acid as a white solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09447084B2uspto-grants-2016_09