HCID 57043464, compound → HCID 10632613, compound

HRID 1870440Notes

Reaction equation

HRID 1870440 reaction equation
[C:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([CH3:16])[CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[H][H]>C(O)C.C(OCC)(=O)C.[C].[Pd]>[CH:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=[O:12])=[C:9]([CH3:16])[CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 2

HCID 57043464HCID 57043464, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10632613HCID 10632613, compoundYield 86.2%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-cyclohexenyl-2-methylbenzoic acid (2.61 g) in ethanol (30 ml) and ethyl acetate (30 ml) is added 5% palladium-carbon (0.4 g), and the mixture is stirred at room temperature under atmospheric pressure of hydrogen gas for 30 minutes. The palladium-carbon is removed by filtration through celite, and the filtrate is evaporated to remove the solvent. The precipitated crystals are collected by filtration, crystallized from acetone/n-hexane, and washed to give 4-cyclohexyl-2-methylbenzoic acid (2.27 g) as white powder.

Workup

  1. customThe palladium-carbon is removed by filtration through celite
  2. customthe filtrate is evaporated
  3. customto remove the solvent
  4. filtrationThe precipitated crystals are collected by filtration
  5. customcrystallized from acetone/n-hexane
  6. washwashed

Sources & evidence

ORD record
ord-0a21ccee4c564259a3bb1dd9afc60e9e
Source dataset
uspto-grants-2000_08
Patent number
US06096735

Reaction notes

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