A facile access to substituted 2-nitrosophenols and 2-nitrophenols via regioselective nitrosation of resorcinol monoethers

Article abstract of DOI:10.1080/00397919508011790

Solid sodium nitrite in anhydrous propionic acid is an effective system for regioselective nitrosation of the subject compounds. High yields of pure 2-nitroso products are obtained rapidly and efficiently. Attack at the 4-position becomes competitive if water is present in the medium. The 5-alkoxy (but not the 3,5-dialkoxy)-2-nitrosphenols can be easily oxidized with nitric acid to yield the corresponding 2-nitro compounds.

Full text of DOI:10.1080/00397919508011790

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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A Facile Access to Substituted
2-Nitrosophenols and 2-
Nitrophenols via Regioselective
Nitrosation of Resorcinol
Monoethers
Robert J. Maleski a , Michael Kluge b & Dieter Sicker
b
a Tennessee Eastman Division, Eastman Chemical
Company , Kingsport, TN 37662, USA
b Institut für Organische Chemie der Universität
Leipzig Talstr , 35, D-04103, Leipzig, Germany
Published online: 23 Sep 2006.
To cite this article: Robert J. Maleski , Michael Kluge & Dieter Sicker (1995) A
Facile Access to Substituted 2-Nitrosophenols and 2-Nitrophenols via Regioselective
Nitrosation of Resorcinol Monoethers, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 25:15, 2327-2335,
DOI: 10.1080/00397919508011790
To link to this article: http://dx.doi.org/10.1080/00397919508011790
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