Реакция #1340555

ord-632fe13c58be4ec886ff11dd65f31167

Уравнение реакции

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

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеPalladium/carbon was separated by filtration
  2. 2
    Концентрированиеthe 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
    Температураto cool down
  7. 7
    КонцентрированиеAfter concentration under reduced pressure, 20 ml of a saturated sodium bicarbonate aqueous solution
  8. 8
    workup.ADDITIONwas added
  9. 9
    Экстракцияthe resultant was extracted with 20 ml of dichloromethane
  10. 10
    СушкаThe extract was dried with anhydrous sodium sulfate
  11. 11
    Концентрированиеconcentrated under reduced pressure

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08454978B2uspto-grants-2013_06