HCID 735839, compound → 3-[3-(Trifluoromethoxy)phenyl]propanoic acid

HRID 2060068Notes

Reaction equation

HRID 2060068 reaction equation
[F:1][C:2]([F:16])([F:15])[O:3][C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[CH:7]=[CH:8][C:9]([OH:11])=[O:10]>[Pd].C(OCC)(=O)C>[F:1][C:2]([F:15])([F:16])[O:3][C:4]1[CH:5]=[C:6]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 735839HCID 735839, compound

Product 1

HCID 27772883-[3-(Trifluoromethoxy)phenyl]propanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

0.69 g of 5% palladium on activated carbon was added, under a nitrogen atmosphere, to 15 g of 3-(trifluoromethoxy)-cinnamic acid in about 125 ml of ethyl acetate p.a., and hydrogenation was then carried out for 18 hours at room temperature under a hydrogen pressure of 2 bar. Filtration over kieselguhr was then carried out, followed by washing three times with ethyl acetate, and the combined filtrates were concentrated in vacuo at from 25 to 40° C. (yield 15.8 g).

Workup

  1. filtrationFiltration over kieselguhr
  2. washby washing three times with ethyl acetate
  3. concentrationthe combined filtrates were concentrated in vacuo at from 25 to 40° C. (yield 15.8 g)

Sources & evidence

ORD record
ord-a36b17f244724c0481a6aa0c955759de
Source dataset
uspto-grants-2012_10
Patent number
US08278338B2

Reaction notes

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