Oxygen → 2,4,6-Trimethylphenol

HRID 2219985Notes

Reaction equation

HRID 2219985 reaction equation
[C:1]1([CH3:9])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[CH:2]=1.[O:10]=O.CC1C=C(C)C=C(C)C=1CC1C=C(C)C=C(C)C=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(O)(=O)C>[CH3:9][C:1]1[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[OH:10]

Participants

6

Reactant 3

HCID 977OxygenHCID 7947MesityleneHCID 10125229Stk331795

Product 1

HCID 106982,4,6-Trimethylphenol

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 176Acetic AcidSolvent

Procedure

In a flask, 30 mmol of mesitylene, 4.5 mg (0.02 mmol) of palladium(II) acetate, 323 mg (about 0.14 mmol) of H4PMo11V1O40-nH2O, and 10 ml of acetic acid were placed and were stirred at a constant temperature of 90° C. in an atmosphere of oxygen gas at 1 atm (0.1 MPa) for 15 hours. The resulting reaction mixture was analyzed by gas chromatography to find that 8.5 mmol of 1,3,5-trimethyl-2-(3′,5′-dimethylbenzyl)benzene, and 1 mmol of 2,4,6-trimethylphenol were produced.

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-c8937219ec8b468097c3a356723f77a2
Source dataset
uspto-grants-2008_08
Patent number
US07414160B2

Reaction notes

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