Studies on the Stability of Amides. V. A Comparison of Intramolecular Catalysis by Phenolic and Alcoholic Hydroxyl Groups in Amide Hydrolysis
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概要
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pH-Rate profiles for the hydrolyses of o-hydroxyphenylacetamide (I) and o-hydroxyphenylpropionamide (II) have been determined at 90.0° (μ=0.6). At pH region between 4 and 8,I and II were found to have their pH-independent reactions to form the corresponding lactones. The kinetic evidence indicates that the rate-determining step for the lactonizations of these amides is the breakdown of the tetrahedral intermediate. The mechanisms of intramolecular alcoholyses of amides were compared with alcoholic-and phenolic-hydroxyl amides, and the relative reactivities of these hydroxyamides were discussed.
- 公益社団法人日本薬学会の論文
- 1972-12-25
著者
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山名 月中
Hospital Pharmacy School Of Medicine Kanazawa University
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辻 彰
Faculty of Pharmaceutical Sciences
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水上 勇三
金沢大学薬学部
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山名 月中
Faculty of Pharmaceutical Sciences, Kanazawa University
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水上 勇三
Faculty of Pharmaceutical Sciences, Kanazawa University
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