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

HRID 1977189Notes

Reaction equation

HRID 1977189 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>[Pd].C(O)C>[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 ρ-Fluoro-α-methylcinnamic acid (177.9 g., 0.987 mole) in 3.6 l. ethanol is added 11.0 g. of 5t 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 filtering the catalyst, the filtrate is concentrated in vacuo to give the product ρ-fluoro-α-methylhydrocinnamic acid used without weighing in next step.

Workup

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

Sources & evidence

ORD record
ord-adebb52125c442438c3451cf9e1142ac
Source dataset
uspto-grants-2001_05
Patent number
US06232312B1

Reaction notes

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