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

HRID 377356

Reaction equation

HRID 377356 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 mole) in 3.6 liters ethanol is added 11.0 g of 5% Pd/C and the mixture is reduced at room temperature under a hydrogen pressure of 40 p.s.i.; uptake is 31-32 lbs. (97% of theoretical). After the catalyst is filtered, the filtrate is concentrated in vacuo to give the product p-fluoro-α-methylhydrocinnamic acid that is used without weighing in next step.

Workup

  1. customis reduced at room temperature under a hydrogen
  2. filtrationAfter the catalyst is filtered
  3. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-7e550f3fcd4947b99feec74532aa5a23
Source dataset
uspto-grants-2000_02
Patent number
US06025394

Linked notes

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