3-(4-ethylphenyl)prop-2-enoic Acid → 3-(4-ethylphenyl)propanoic Acid

HRID 1956166Notes

Reaction equation

HRID 1956166 reaction equation
[CH2:1]([C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1)[CH3:2]>C(O)(=O)C.[Pd]>[CH2:1]([C:3]1[CH:13]=[CH:12][C:6]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 1

HCID 14827523-(4-ethylphenyl)prop-2-enoic Acid

Product 1

HCID 20640393-(4-ethylphenyl)propanoic Acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution containing 18 g of 4-ethylcinnamic acid dissolved in 50 mL of acetic acid was placed in a Parr Shaker bomb flask, 1.0 g of 5% palladium on carbon catalyst was added, and the flask was pressured to 50 psig (pounds per square inch gauge) (4460 kiloPascals) for 2 hours. The catalyst was then removed by filtration and the solution was concentrated by evaporation under reduced pressure. Water was added to the residue and the solid present was collected by filtration and dried under reduced pressure to obtain 3-(4-ethylphenyl)propanoic acid.

Workup

  1. additionwas added
  2. customThe catalyst was then removed by filtration
  3. concentrationthe solution was concentrated by evaporation under reduced pressure
  4. additionWater was added to the residue
  5. filtrationthe solid present was collected by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-ca95abd84ef341a7997ba843f063a757
Source dataset
uspto-grants-1998_07
Patent number
US05780465

Reaction notes

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