3-Trifluoromethylcinnamic acid → 3-(3-Trifluoromethylphenyl)propanoic acid

HRID 2038585Notes

Reaction equation

HRID 2038585 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[CH:6]=[CH:7][C:8]([OH:10])=[O:9]>[Pd].CO>[F:1][C:2]([F:14])([F:15])[C:3]1[CH:4]=[C:5]([CH2:6][CH2:7][C:8]([OH:10])=[O:9])[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 1

HCID 855273-Trifluoromethylcinnamic acid

Product 1

HCID 27776833-(3-Trifluoromethylphenyl)propanoic acidYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-trifluoromethyl cinnamic acid (0.463 moles, 100 gms) was dissolved in 1.0 lt. of methanol and charged to a hydrogenating vessel. 5% Pd/C (3 gms) was added. The reaction mass was hydrogenated at H2 pressure of 1 kg/cm2 at a temperature of 25° C. for about 10 hours. After completion of the reaction, the contents of the vessel was filtered, washed with methanol (100 ml). Methanol was evaporated from the filtered material to get a residue of 3-(3-trifluoromethylphenyl)propanoic acid (100 gms, Yield 100%).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe contents of the vessel was filtered
  3. washwashed with methanol (100 ml)
  4. customMethanol was evaporated from the filtered material

Sources & evidence

ORD record
ord-508f932805234e8cbfa3740e01256f96
Source dataset
uspto-grants-2013_11
Patent number
US08575393B2

Reaction notes

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