Hydrogen Peroxide → Catechol

HRID 1678930Notes

Reaction equation

HRID 1678930 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:8]O>>[C:1]1([C:6](=[CH:5][CH:4]=[CH:3][CH:2]=1)[OH:8])[OH:7].[C:1]1([CH:6]=[CH:5][C:4]([OH:8])=[CH:3][CH:2]=1)[OH:7]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 996Phenol

Product 2

HCID 289CatecholHCID 785Hydroquinone

Procedure

Examples 1-5 were effected as stated below. Into a 50 ml.-volume flask with a flat bottom, which was equipped with a reflux condenser, a thermometer, a stirrer and an outlet for liquid, were charged 10 g. (106 m. moles) of phenol, 8.20 m. moles of the ketone indicated in Table 2 and 0.300 g. (5.29 m. moles) of a 60 percent hydrogen peroxide solution and the flask was dipped in an oil bath at 170° C. The reaction mixture was stirred to conduct the reaction for 120 minutes. The reaction mixture was analyzed by gas chromatography and yields of catechol and hydroquinone are shown in Table 2 on hydrogen peroxide basis as defined hereinbelow. ##EQU1##

Workup

  1. custom-volume flask with a flat bottom, which was equipped with a reflux condenser
  2. additiona thermometer, a stirrer and an outlet for liquid, were charged 10 g
  3. customthe reaction for 120 minutes

Sources & evidence

ORD record
ord-7d9f86ad75eb47b5b65867e14c271e5b
Source dataset
uspto-grants-1978_03
Patent number
US04078006

Reaction notes

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