6533b7cffe1ef96bd125982a

RESEARCH PRODUCT

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

Robert MartinNicole GrosVolker BöhmerHermann Kämmerer

subject

chemistry.chemical_compoundResidue (chemistry)NitromethanechemistryFries rearrangementSide reactionOrganic chemistryGeneral ChemistryMedicinal chemistryCatalysis

description

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.

https://doi.org/10.1007/bf00938719