Hydrogen Peroxide → 1,2-Benzenediol, 4-methoxy-
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:11])[C:6](=[CH:9][CH:10]=1)C=O.[OH-].[Na+].OO.S([O-])([O-])(=O)=[O:17].[Na+].[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([OH:11])[C:6](=[CH:9][CH:10]=1)[OH:17]Participants
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Procedure
4-methoxycatechol was prepared by the method described in Organic Synthesis, Collective Volume 3, page 759: 60.8 g of 4-methoxysalicylaldehyde was added to a stirred solution of 16 g of sodium hydroxide in 200 ml of water. Under nitrogen gas, a solution of 60 g of 30% hydrogen peroxide in water dissolved in 200 ml of water was added drop-by-drop to the resulting solution, held at 35°-40° C. Then sodium sulfate (and a small amount of sodium hydrosulfite to decolorize the mixture) was added until the mixture was saturated. The mixture was extracted with methylene chloride. The resulting residue was extracted with ether. The ether extract was dried (Na2SO4, Na2S2O4) and the solvent was evaporated under reduced pressure, to give crude 4-methoxycatechol (10A).
Workup
- custom4-methoxycatechol was prepared by the method
- customdescribed in Organic Synthesis, Collective Volume 3, page 759
- additionwas added drop-by-drop to the resulting solution
- customheld at 35°-40° C
- additionwas added until the mixture
- extractionThe mixture was extracted with methylene chloride
- extractionThe resulting residue was extracted with ether
- extractionThe ether extract
- dry with materialwas dried (Na2SO4, Na2S2O4)
- customthe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-a8e1c1a18b27497f8a9d26da803780ae
- Source dataset
- uspto-grants-1980_06
- Patent number
- US04208424
Reaction notes
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