A Facile and Direct Conversion of Aryl-Acetate to Alkyl-Aryl Ether

References

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• 1-Acetoxy-2-n-butyl-4-methoxynaphthalene and 1-acetoxy-2,3-diethyl-4-methoxynaphthalene (Table, entry 9, 10) were prepared from the reaction of pentacarbonyl[phenyl(methoxy)chromium]carbene with 1-hexyne or 3-hexyne in the presence of acetic anhydride and trietheylamine in THF;Yamashita, A.; Timko, J. M.; Watt, W. Tertahedron Lett. 1988, 29, 2513. The other aryl acetates listed on Table were prepared by treatment of the corresponding free phenols with acetic anhydride (or acid anhydride) in dry pyridine at 25 [ddot]C.
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• All alkyl-aryl ethers were purified either by flash column chromatography (silica gel) or by a short path distillation, and gave satisfactory combustion and spectral (high and/or low resolution mass, ir and 1H-NMR) analysis.
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