Substituted cyanonaphthalene process

Details Substituted cyanonaphthalene process Substituted cyanonaphthalene process

1987-10-26

1988-11-15

Brust, Joseph Paul

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitriles

558426, C07C12000

Patent

active

047851317

ABSTRACT:
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.

REFERENCES:
patent: 3184498 (1965-05-01), Bolhofer
patent: 4590010 (1986-05-01), Ramachandran et al.

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