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Untersuchungen zurFriesschen Verschiebung von Estern derortho- undpara-Methoxybenzoesäure

Investigations of the fries rearrangement of ortho- and para-methoxy benzoates

  • Organische Chemie und Biochemie
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Abstract

TheFries rearrangement of different methoxy benzoates has been investigated. Frompara-methoxy benzoates the corresponding hydroxy-4′-methoxy benzophenones could be obtained in good yields by treatment withLewis acids (especially TiCl4) in nitromethane at 20°C (4-hydroxy derivatives) or without solvent at 120°C (2-hydroxy derivatives). Under the same conditions only demethylation occurs withortho-methoxy benzoates leading to the corresponding salicylates. Small amounts of hydroxy-2′-methoxy benzophenones were obtained by treatment with polyphosphoric acid.

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Authors and Affiliations

  1. Ets. CLIN-MIDY, F-91301, Massy, Frankreich

    Robert Martin & Nicole Gros

  2. Institut für Organische Chemie, Universität Mainz, D-6500, Mainz, Bundesrepublik Deutschland

    Volker Böhmer & Hermann Kämmerer

Authors
  1. Robert Martin
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  2. Nicole Gros
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  3. Volker Böhmer
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  4. Hermann Kämmerer
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Martin, R., Gros, N., Böhmer, V. et al. Untersuchungen zurFriesschen Verschiebung von Estern derortho- undpara-Methoxybenzoesäure. Monatshefte für Chemie 110, 1057–1066 (1979). https://doi.org/10.1007/BF00910953

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  • DOI: https://doi.org/10.1007/BF00910953

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