Hydrogen Peroxide → Trimethylhydroquinone

HRID 1678944Notes

Reaction equation

HRID 1678944 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH3:9])=[CH:4][C:3]=1[OH:10].OO.S([O-])([O-])(=O)=[O:14].[In+3].S([O-])([O-])(=O)=O.S([O-])([O-])(=O)=O.[In+3].CC1C(C)=CC(C)=C(O)C=1O>CC(C)CC(=O)C>[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([OH:14])[C:5]([CH3:9])=[CH:4][C:3]=1[OH:10]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 127692,3,5-TrimethylphenolHCID 26044Indium sulfateHCID 125511903,4,6-Trimethylbenzene-1,2-diol

Product 1

HCID 12785Trimethylhydroquinone

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

In a vessel used in Example 52 were placed 100 g. (735 m. moles) of 2,3,5-trimethylphenol, 2.31 g. (23.1 m. moles) of 4-methyl-2-pentanone, 2.61 g. (46.0 m. moles) of 60 percent hydrogen peroxide and 1.0 g. of indium sulphate (In2 (SO4)3.9H2O), and the mixture was treated at 100° C. for 60 minutes. 2.16 g. (14.2 m. moles) of 3,4,6-trimethylcatechol and 0.64 g. (4.2 m. moles) of 2,3,5-trimethylhydroquinone were obtained. The yield of dihydric alkylphenols was 40.0 percent.

Workup

  1. customIn a vessel used in Example 52

Sources & evidence

ORD record
ord-69e61c38a18f416c8986130751808002
Source dataset
uspto-grants-1978_03
Patent number
US04078006

Reaction notes

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