Year 2007, Month 6 (Section Full Articles, Page 1119)
Interaction of functionallysubstituted 4-alkyl-2,6-ditertbutylphenols with hydrohalic acids
A. E. Prosenko, A. A. Skorobogatov, O. I. Dyubchenko, P. I. Pinko, N. V. Kandalintseva, M. M. Shakirov, and L. M. Pokrovsky
Reactions of 4-alkyl-2,6-ditertbutylphenols containing OH, SH, COOH, and COOMe groups in their para substituents with hydrogen chloride and hydrohalic acids were studied. One-step transformations of 2,6-ditertbutyl-4-(ω-hydroxyalkyl)phenols to the correspond ing 4-(ω-halogenoalkyl)phenols, as well as of 3-(3,5-ditertbutyl-4-hydroxyphenyl)propionic acid and its esters to phloretic acid were proposed. 4-(3-Mercaptopropyl)phenol upon heating with conc. HBr undergoes condensation to 3-(4-hydroxyphenyl)propyl 4-(3-mercaptopropyl)phenyl sulfide as the main product.
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