Reacción #1340555

ord-632fe13c58be4ec886ff11dd65f31167

Ecuación de reacción

O=C(O)C=Cc1cccc(C(F)(F)F)c1
3-(trifluoromethyl) cinnamic acid
CCO
ethanol
COC(=O)CCc1cccc(C(F)(F)F)c1
captioned compound
COC(=O)CCc1cccc(C(F)(F)F)c1
3-(3-trifluoromethylphenyl)-propionic acid methyl ester

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroPalladium/carbon was separated by filtration
  2. 2
    Concentraciónthe filtrate was concentrated under reduced pressure
  3. 3
    workup.ADDITION20 ml of methanol and 4 drops of concentrated sulfuric acid were added
  4. 4
    workup.STIRRINGthe mixture was stirred at 60° C. for 2 hours
  5. 5
    workup.WAITleft
  6. 6
    Temperaturato cool down
  7. 7
    ConcentraciónAfter concentration under reduced pressure, 20 ml of a saturated sodium bicarbonate aqueous solution
  8. 8
    workup.ADDITIONwas added
  9. 9
    Extracciónthe resultant was extracted with 20 ml of dichloromethane
  10. 10
    SecadoThe extract was dried with anhydrous sodium sulfate
  11. 11
    Concentraciónconcentrated under reduced pressure

Procedimiento

A mixture of 2.20 g of 3-(trifluoromethyl) cinnamic acid, 166 mg of palladium/carbon (10%, wet), and 40 ml of ethanol was stirred overnight under a hydrogen atmosphere at 1 atm. Palladium/carbon was separated by filtration, and the filtrate was concentrated under reduced pressure. 20 ml of methanol and 4 drops of concentrated sulfuric acid were added and the mixture was stirred at 60° C. for 2 hours, and then left to cool down. After concentration under reduced pressure, 20 ml of a saturated sodium bicarbonate aqueous solution was added, and the resultant was extracted with 20 ml of dichloromethane. The extract was dried with anhydrous sodium sulfate and then concentrated under reduced pressure to afford 2.40 g of the captioned compound as an oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08454978B2uspto-grants-2013_06