Hydrogen Peroxide → Catechol

HRID 22104

Reaction equation

HRID 22104 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:8]1[CH2:13][CH2:12][O:11]CC1.OO>C1COC(N2C(=O)NC(=O)C(F)=C2)C1.O>[C:1]1([CH:6]=[CH:5][C:4]([OH:8])=[CH:3][CH:2]=1)[OH:7].[C:13]1([C:12](=[CH:6][CH:1]=[CH:2][CH:3]=1)[OH:11])[OH:8]

Participants

7

Reactant 3

HCID 784Hydrogen PeroxideHCID 996PhenolHCID 312751,4-Dioxane

Product 2

HCID 289CatecholHCID 785Hydroquinone

Reagents, catalysts & solvents 2

HCID 5386TegafurCatalystHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A stirrer, a cooler and a temperature indicator were provided to a four-necked flask having an internal volume of 200 ml; to this flask, 13.0 g of phenol, 4.0 g of 1,4-dioxane, 6.0 g of water and 1.3 g of TS-1 catalyst, prepared according to the above described procedure, were added, and heated to 70° C. by an oil bath. After the temperature of the mixture reached 70° C., 3.0 g of 31 weight % of hydrogen peroxide was added dropwise using a quantitative pump over 2 hours, and stirred further for 20 minutes after the addition. The reaction solution was analyzed by liquid chromatography, and the yields of hydroquinone and catechol were calculated. The results are shown in Table 1.

Workup

  1. customA stirrer, a cooler and a temperature indicator were provided to a four-necked flask
  2. additionwere added
  3. customreached 70° C.
  4. customover 2 hours
  5. additionafter the addition

Sources & evidence

ORD record
ord-d186916510c642398ce38322f1c0400d
Source dataset
uspto-grants-1995_06
Patent number
US05426244

Linked notes

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