摘要 |
6-Alkoxy-5-halo-1-cyanonaphthalenes, useful as pharmaceutical intermediates, are prepared by (1) reacting a 6-alkoxytetralone with cyanide ion and a Lewis acid in a nitroalkane or nitroarene solvent to form a 6-alkoxy-1-cyano-3,4-dihydronaphthalene, (2) intimately mixing the resultant solution with an aqueous base selected from alkali metal, alkaline earth metal, and tetraalkylammonium hydroxides, alkoxides, carbonates, and bicarbonates to aromatize the 6-alkoxy-1-cyano-3,4-dihydronaphthalene, and (3) halogenating the resultant 6-alkoxy-1-cyanonaphthalene while still in the nitroalkane or nitroarene solvent.
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