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

HRID 377740

Reaction equation

HRID 377740 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

5% Pd/C (11.0 g) is added to p-fluoro-α-methylcinnamic acid (177.9 g, 0.987 mol) in 3.6 l ethanol. The mixture is hydrogenated at room temperature at 40 p.s.i. When the hydrogen uptake ceases, the catalyst is filtered off, and the filtrate is concentrated in vacuo to give the product, p-fluoro-α-methylhydrocinnamic acid, which is used without weighing in the next step.

Workup

  1. customis hydrogenated at room temperature at 40 p.s.i
  2. filtrationWhen the hydrogen uptake ceases, the catalyst is filtered off
  3. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-a801ed2c651849f5bf6530bfe49a45db
Source dataset
uspto-grants-2000_02
Patent number
US06028116

Linked notes

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