Tert-Butylhydroquinone → tert-Butyl-1,4-benzoquinone
Reaction equation
[C:1]([C:5]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:6]=1[OH:7])([CH3:4])([CH3:3])[CH3:2].S([O-])([O-])(=O)=O.[Na+].[Na+]>[Ag]=O.CCOCC>[C:1]([C:5]1[C:6](=[O:7])[CH:8]=[CH:9][C:10](=[O:12])[CH:11]=1)([CH3:4])([CH3:2])[CH3:3]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
30 g. of tert-butylhydroquinone (Eastman-Kodak) were dissolved in 200 ml. of anhydrous ether and 30 g. of anhydrous sodium sulfate were added. To this mixture was added 60 g. of silver oxide in small increments. An exothermic reaction ensued. After shaking for 20 minutes, the reaction mixture was filtered and the filtrate evaporated under the hood. Yellow crystals of tert-butyl-p-benzoquinone were obtained melting at 55°-60° C.
Workup
- additionTo this mixture was added 60 g
- customAn exothermic reaction
- filtrationthe reaction mixture was filtered
- customthe filtrate evaporated under the hood
Sources & evidence
- ORD record
- ord-7d9bd9092dee482b80807cca8d558bcc
- Source dataset
- uspto-grants-1979_11
- Patent number
- US04174457
Reaction notes
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