Process for regioselective demethylation of p -methoxy...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C560S008000, C560S055000, C568S312000, C568S315000, C568S715000, C568S716000

Reexamination Certificate

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07053218

ABSTRACT:
Demethylation of 3′, 4′-dimethoxy or 3′, 4′, 5′-trimethoxy benzoic ester of a phenol is carried out in the presence of an excess of aluminum halide in an organic solvent to get 4′-Hydroxy, 3′-methoxy or 4′ hydroxy, 3′, 5′-dimethoxy benzoic acid ester of a phenol. The reaction is also applicable to 3′, 4′, 5′-trimethoxy diaryl ketone and some natural products like reserpine.

REFERENCES:
patent: 4191841 (1980-03-01), Soreau et al.
Dodge et al, Regeoselectivity in the Alkaline Thiolate Deprotection of Aryl Methyl Ethers, Journal of Organic Chemostry 60 (3), 739-741, 1995.

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