CID 367964 → 3-(4-Fluorophenyl)-2-methylpropanoic acid

HRID 398243

Reaction equation

HRID 398243 reaction equation
[F:1][C:2]1[CH:13]=[CH:12][C:5]([CH:6]=[C:7]([CH3:11])[C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1>C(O)C.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]([CH3:11])[C:8]([OH:10])=[O:9])=[CH:12][CH:13]=1

Participants

4

Reactant 1

HCID 367964CID 367964

Product 1

HCID 154877913-(4-Fluorophenyl)-2-methylpropanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To p-fluoro-α-methylcinnamic acid (177.9 g, 0.987 mol) in 3.6 l ethanol is added 11.0 g of 5% Pd/C. The mixture is reduced at room temperature under a hydrogen pressure of 40 p.s.i. When hydrogen uptake ceases, the catalyst is filtered off, and the solvent is evaporated in vacuo to give the product, p-fluoro-α-methylhydrocinnamic acid, which was used directly in the next step.

Workup

  1. customis reduced at room temperature under a hydrogen
  2. filtrationWhen hydrogen uptake ceases, the catalyst is filtered off
  3. customthe solvent is evaporated in vacuo

Sources & evidence

ORD record
ord-2dc4991087f549b8b09d7683aeec0ff9
Source dataset
uspto-grants-2003_08
Patent number
US06610854B2

Linked notes

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