0000000000082982

AUTHOR

Robert Martin

showing 2 related works from this author

Friessche Verschiebung vonortho- undpara-Methoxyphenylacetaten. Die Bildung von Ketoestern

1980

During theFries rearrangement ofo- andp-methoxy phenyl acetates with AlCl3 in nitromethane at 20°C substitution occurs mainly in thep-position of the phenolic residue to yieldp-acylphenols. Larger quantities ofo-acylphenols are obtained only, if thisp-position is already substituted. Witho-methoxy phenyl acetates the substitution of the acid residue to yield ketoesters is observed as a side reaction. Those ketoesters are obtained as main products if TiCl4 is taken as a catalyst.

chemistry.chemical_compoundResidue (chemistry)NitromethanechemistryFries rearrangementSide reactionOrganic chemistryGeneral ChemistryMedicinal chemistryCatalysisMonatshefte f�r Chemie
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Untersuchungen zurFriesschen Verschiebung von Estern derortho- undpara-Methoxybenzoes�ure

1979

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.

Solventchemistry.chemical_compoundNitromethaneFries rearrangementChemistryOrganic chemistryGeneral ChemistryBenzoatesDemethylationMonatshefte f�r Chemie
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