Journal fur Praktische Chemie - Chemiker-Zeitung p. 497 - 504 (1992)
Update date:2022-08-02
Topics:
Brose, Thomas
Holzscheiter, Felix
Mattersteig, Gunter
Pritzkow, Wilhelm
Voerckel, Volkmar
Nitrobenzene, α-nitronaphthalene, m-dinitrobenzene, 1,3,5-trinitrobenzene, m-nitrobenzophenone, m-nitrobenzonitrile, methyl m-nitrobenzoate and m-nitro diphenylsulphone can be hydroxylated with cumene or tert-butyl hydroperoxide in dipolar aprotic solvents in the presence of strong bases.The hydroxyl group is introduced preferably in p-position to the nitro group.Attempts to hydroxylate benzophenone, anthraquinone, 2-ethyl anthraquinone, anthraquinone 2-sulphonate, benzonitrile and diphenyl sulphone under the same conditions failed. 1-Nitroanthraquinone delivered 1-hydroxy, 1,2-dihydroxy and 1,4-dihydroxy anthraquinone.
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