PRODUCTION OF P-BROMOPHENOLS

PURPOSE:To provide a method capable of producing a p-bromophenol safely and efficiently without evolving hydrogen bromide. CONSTITUTION:A phenol (e.g. 2-methylphenol) nonsubstituted at p-position and at least one o-position based on a hydroxyl group is brominated by using an N-bromo-substituted imid...

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Bibliographic Details
Main Authors EGUCHI HISAO, TOKUMOTO KATSUMI
Format Patent
LanguageEnglish
Published 26.09.1995
Edition6
Subjects
ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
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Summary:PURPOSE:To provide a method capable of producing a p-bromophenol safely and efficiently without evolving hydrogen bromide. CONSTITUTION:A phenol (e.g. 2-methylphenol) nonsubstituted at p-position and at least one o-position based on a hydroxyl group is brominated by using an N-bromo-substituted imide in a single solvent of dimethyl sulfoxide or a mixed solvent containing >=5-wt.% dimethyl sulfoxide under a mild condition at about -20 to 60 deg.C to produce a p-bromophenol (e.g. 2-methyl-4-bromophenol). 1,3- Dibromo-5,5-dimethylhydantoin, N-bromosuccinimide and N-bromoisocyanuric acid may be cited as the N-bromo-substituted imide as the brominating agent. A solvent to be mixed with dimethyl sulfoxide is not particularly limited and dichloromethane and benzene may be cited. The phenol includes 1-naphthol, 8-hydroxyquinoline, etc., as condensed ring compounds.
Bibliography:Application Number: JP19940041004