The Roles of Hetero Atoms in Solvolytic Reactions. III. Some Evidence for Preference of Intramolecular Catalysis by Nitrogen in Hydrolysis of Tertiary Alkyl Esters
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概要
- 論文の詳細を見る
p-Nitrobenzoates of tertiary alcohols substituted with methyl and phenyl groups on N-methyl-3-and 4-piperidinol were prepared from the reactions of the corresponding piperidinones with methyllithium and phenyllithium followed by esterification. In methanolysis, the cleavage modes between alkyl-oxygen and oxygen-acyl bonds were determined by proton magnetic resonance studies of products (Chart 3). That all of the tertiary piperidinol esters resulted in the mixed cleavage is specially interesting because tertiary alkyl ester usually undergoes hydrolysis in alkyl-oxygen cleavage. Rates of solvolysis measured in 80% aqueous acetone (Table I) do not represent appreciable difference on the substituents. These evidence strongly supports the intervention of a solvent to the promotion of the oxygen-acyl cleavage.
- 公益社団法人日本薬学会の論文
- 1974-08-25
著者
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池上 四郎
Faculty of Pharmaceutical Sciences, Teikyo University
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池上 四郎
Division of Pharmaceutical Sciences, National Institute of Radiological Sciences
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魚路 和子
Division Of Pharmaceutical Chemistry National Institute Of Radiological Sciences
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福永 吉次
Division of Pharmaceutical Chemistry, National Institute of Radiological Sciences
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福永 吉次
Division Of Pharmaceutical Chemistry National Institute Of Radiological Sciences
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池上 四郎
Faculty Of Pharmaceutical Sciences Teikyo University
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