6533b859fe1ef96bd12b7f50

RESEARCH PRODUCT

Untersuchungen zurFriesschen Verschiebung von Estern derortho- undpara-Methoxybenzoes�ure

Nicole GrosRobert MartinHermann KämmererVolker Böhmer

subject

Solventchemistry.chemical_compoundNitromethaneFries rearrangementChemistryOrganic chemistryGeneral ChemistryBenzoatesDemethylation

description

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.

https://doi.org/10.1007/bf00910953