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Mesyl guaiacol: a versatile intermediate for the synthesis of 5-aminomethyl guaiacol and related compounds

✍ Scribed by Nicolas Bensel; Virginie Pevere; Jean Roger Desmurs; Alain Wagner; Charles Mioskowski

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 128 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)00673-1

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✦ Synopsis

An original synthetic pathway for the preparation of 5-substituted guaiacol derivatives is described. This method relies on the deactivation of the phenol group by converting it into the corresponding mesyl ester. Amidomethylation reactions lead to regioselective C C bond formation at the 5-position of guaiacol. Thus, 5-aminomethyl-guaiacol was obtained in four steps and 75% overall yield.

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