反应 #1340555

ord-632fe13c58be4ec886ff11dd65f31167

反应方程式

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

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Palladium/carbon was separated by filtration
  2. 2
    浓缩the 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
    温度to cool down
  7. 7
    浓缩After concentration under reduced pressure, 20 ml of a saturated sodium bicarbonate aqueous solution
  8. 8
    workup.ADDITIONwas added
  9. 9
    萃取the resultant was extracted with 20 ml of dichloromethane
  10. 10
    干燥The extract was dried with anhydrous sodium sulfate
  11. 11
    浓缩concentrated under reduced pressure

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08454978B2uspto-grants-2013_06