New synthesis of 4-methoxyisophthalic acid


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Abstract

A new synthetic route to 4-methoxyisophthalic acid, the key intermediate in the synthesis of Picotamide, is reported. The new protocol starts from commercially available and cheap 4-methylphenol and includes four steps: esterification, Fries rearrangement, methylation, and oxidation; the overall yield is 49%. Unlike the traditional Blanc chloromethylation/oxidation scheme, the proposed procedure avoids using volatile and corrosive hydrochloric acid.

About the authors

X. J. Liu

School of Chemistry and Chemical Engineering

Author for correspondence.
Email: liuxiujie@hotmail.com
China, Tianjin, 300384

Y. N. Yan

School of Chemistry and Chemical Engineering

Email: xuguangliu@yahoo.com
China, Tianjin, 300384

S. Q. Wang

School of Pharmaceutical Science and Technology

Email: xuguangliu@yahoo.com
China, Tianjin, 300072

X. Li

School of Chemistry and Chemical Engineering

Email: xuguangliu@yahoo.com
China, Tianjin, 300384

X. G. Liu

School of Chemistry and Chemical Engineering

Author for correspondence.
Email: xuguangliu@yahoo.com
China, Tianjin, 300384

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