alpha-Methyl-3-fluorocinnamic acid → 3-(3-Fluorophenyl)-2-methylpropanoic acid

HRID 1606708Notes

Reaction equation

HRID 1606708 reaction equation
[CH3:1][C:2](=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[CH:8]=1)[C:3]([OH:5])=[O:4].[H][H]>[Pt]=O.CO>[CH3:1][CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[CH:8]=1)[C:3]([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 53421834alpha-Methyl-3-fluorocinnamic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 219558473-(3-Fluorophenyl)-2-methylpropanoic acid

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

15.6 G. of the above product from Example 4 was hydrogenated at 40 pounds per square inch in 800 ml. of methanol with 3 g. of platinum oxide catalyst. After the theoretical uptake of hydrogen, the hydrogenation was stopped. The catalyst was removed by filtration and the solvent removed in vacuo giving a theoretical yield of the desired product, α-methyl-3-fluorohydrocinnamic acid.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-5fb36deeba0b462da45d2f4123ffe270
Source dataset
uspto-grants-1976_04
Patent number
US03953520

Reaction notes

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