Acetic Acid → 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-

HRID 1979663Notes

Reaction equation

[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH3:9])=[CH:4][C:3]=1[OH:10].C(O)(=[O:13])C>>[CH3:9][C:5]1[C:6](=[O:13])[C:7]([CH3:8])=[C:2]([CH3:1])[C:3](=[O:10])[CH:4]=1

Participants

Reactant 2

HCID 176Acetic Acid

HCID 127692,3,5-Trimethylphenol

Product 1

HCID 702912,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-Yield 51%

Procedure

500 mg of 2,3,5-trimethylphenol and 10 mg of RuCl3.3H2O was reacted in 5 ml of acetic acid in the same manner as in Example 1, followed by the same treatment as in Example 1, whereby 100 mg of unreacted starting material and 230 mg (51% yield) of trimethylbenzoquinone was obtained.

Sources & evidence

ORD record: ord-e29861569e8148afb4c67106a87a4ede
Source dataset: uspto-grants-1984_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04482493

Reaction notes

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