2-Methyl-2-(4-vinylphenyl)propanoic acid → 2-(4-Ethylphenyl)-2-methylpropanoic acid

HRID 61872Notes

Reaction equation

HRID 61872 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:14])([CH3:13])[C:10]([OH:12])=[O:11])=[CH:5][CH:4]=1)=[CH2:2]>C(O)C.[C].[Pd]>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:13])([CH3:14])[C:10]([OH:12])=[O:11])=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 1

HCID 668345512-Methyl-2-(4-vinylphenyl)propanoic acid

Product 1

HCID 581284462-(4-Ethylphenyl)-2-methylpropanoic acidYield 96.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

2-(4-Vinylphenyl)-2-methylpropanoic acid (58 g) was dissolved in ethanol, and then stirred for 3 hrs under atmospheric hydrogen pressure in the presence of 10% palladium carbon (5.8 g). The catalyst was removed by filtration, and the filtrate was concentrated to obtain a crude product, which was then suspended and washed with hexane to give the title compound (56.5 g, 94.8%).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customto obtain a crude product, which
  4. washwashed with hexane

Sources & evidence

ORD record
ord-b5b10f936bab44d9be593fd78d91204d
Source dataset
uspto-grants-2016_09
Patent number
US09440922B2

Reaction notes

Loading…