The diffculty with this route concerns the preparation of diphenyl ether. Direct reaction of phenox-ide ion with chlorobenzene is very slow and requires high temperatures because chlorobenzene is apoor substrate for nucleophilic substitution.A third route is also unsatisfactory because it, too, requires nucleophilic substitution onchlorobenzene.24.22The overall transformation that needs to be effected isA reasonable place to begin is with the attachment of the side chain. The aldehyde function allowsfor chain extension by a Wittig reaction.Hydrogenation of the double bond and hydrogen halide cleavage of the ether functions complete the
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.