Acetic Acid → Duroquinone

HRID 1979664Notes

Reaction equation

HRID 1979664 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH3:9])=[C:4]([CH3:10])[C:3]=1[OH:11].C(O)(=[O:14])C>>[CH3:10][C:4]1[C:3](=[O:11])[C:2]([CH3:1])=[C:7]([CH3:8])[C:6](=[O:14])[C:5]=1[CH3:9]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 106942,3,5,6-Tetramethylphenol

Product 1

HCID 68238DuroquinoneYield 53%

Procedure

500 mg of 2,3,5,6-tetramethylphenol and 10 mg of RuCl3.3H2O were 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 288 mg (53% yield) of tetramethylbenzoquinone and 228 mg of a mixture of three unidentified substances were obtained. The tetramethylbenzoquinone was recrystallized from hexane to obtain yellow needle-like crystals having a melting point of from 114° to 115° C.

Sources & evidence

ORD record
ord-1463b408c2b74b49ba0b5a0d45ea9e05
Source dataset
uspto-grants-1984_11
Patent number
US04482493

Reaction notes

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