Summary
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1.
It has been shown that in the reaction of 2-phenoxy- and 2-(2-naphthyloxt)-vinyl ketones with ferric chloride in a mixture of acetic and concentrated hydrochloric acids, a rearrangement associated with the migration of the 3-oxo-1-alkenyl group to the ortho- and para-positions in the aromatic nucleus takes place.
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2.
2-(2-Naphthyloxy)- and 2-phenoxy-vinyl ketones having u para-subs tituent in the aromatic nucleus giveα-substituted naphtho- and benzo-pyrylium salts when treated with ferric chloride.
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3.
2-Phenoxyvinyl ketones having no para-substituent in the aromatic nucleus give mixtures of the benzopyrylium salt and the alkyl 2,2-bis(p-hydroxyphenyl)ethyl ketone when treated with ferric chloride.
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4.
It has been shown that zinc chloride in hydrochloric acid also promotes the rearrangement of phenoxyvinyl ketones, resulting in the formation of only alkyl 2,2-bis(p-hydroxyphenyl) ethyl ketones.
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5.
It has been shown that, in presence of zinc chloride, 4-(p-methoxyphenyl)-3-buten-2-one unites at its double bond with a molecule of phenol.
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Literature cited
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