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

HRID 1580242Notes

Reaction equation

HRID 1580242 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6](Cl)[CH:5]=[C:4]([CH3:10])[C:3]=1[OH:11].[Cr](O)(O)(=O)=[O:13]>C(O)(=O)C>[CH3:1][C:2]1[C:3](=[O:11])[C:4]([CH3:10])=[CH:5][C:6](=[O:13])[C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 24425Chromic AcidHCID 2621024-Chloro-2,3,6-trimethylphenol

Product 1

HCID 702912,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl-Yield 84%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

17.0 g (0.1 mole) of 2,3,6-trimethyl-4-chlorophenol obtained in Example 1 (A) was oxidized with a solution prepared by dissolving 15 g of chromic acid in 20 g of acetic acid. The reaction solution was treated in the same manner as in Example 1 to obtain 12.6 g of 2,3,6-trimethyl-p-benzoquinone (84% in yield).

Workup

  1. customprepared
  2. additionThe reaction solution was treated in the same manner as in Example 1

Sources & evidence

ORD record
ord-3f6999476e6e497585dccd480ae85724
Source dataset
uspto-grants-1976_01
Patent number
US03932475

Reaction notes

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