The Journal of Organic Chemistry

The Fries Reaction of 2, 4-Dichloro-5-methylphenyl Acetate1

SE Cremer, DS Tarbell

Index: Cremer,S.E.; Tarbell,D.S. Journal of Organic Chemistry, 1961 , vol. 26, p. 3653 - 3657

Full Text: HTML

Citation Number: 10

Abstract

In an attempt to protect the ketone function, the crystalline ketal of I11 was made (ethylene glycol and p-toluenesulfonic acid), from which the parent ketone could be regenerated on treatment with aqueous acid. Efforts to remove the chlorine atoms from the ketal (VIII) were unsuccessful. In order to prove the 1, 2, 3-substitution pattern in the hydrazone V, an independent synthesis of this compound was carried out. 2-Bromo-3-methylphenol"(IX) ...