发明名称 Cis-(1R,2S)-3,3-dimethyl-2-((4S)-3-methyl-2-(2-propynyl)cyclopent-2-en-1-on-4-yloxyhydroxymethyl)-cyclopropanecarboxylic lactone and method of producing (S)-4-hydroxy-3-methyl-2-(2-propynyl)-cyclopent-2-en-1-on.
摘要 <p>The present invention relates to a process for preparing (S)-4-hydroxy-3-methyl-2-(2-propynyl)-cyclopent-2-en-1-one, an important intermediate for the synthesis of insecticides, which comprises condensing cis-(1R, 2S)-3,3-dimethyl-2-(dihydroxymethyl)-cyclopropanecarboxylic-lactone, wherein R2 is a hydrogen atom or a C1-C4 alkyl group, with (RS)-4-hydroxy-3-methyl-2-(2-propynyl)-cyclopent-2-en-1-one in the presence of an acidic catalyst while removing a compound of the formula, R2OH wherein R2 is as defined above, the byproduct from the reaction system, to form cis-(1R, 2S)-3,3-dimethyl-2-[(4S)-3-methyl-2-(2-propynyl)-cyclopent-2-en-1-on-4 -yloxyhydroxymethyl]-cyclopropanecarboxylic lactone as a crystalline form separated from the mixture, and solvolyzing the cis-(1R, 2S)-3,3-dimethyl-2-[(4S)-3-methyl-2-(2-propynyl)-ciclopent-2-en-1-on-4 -yloxyhydroxymethyl]-cyclopropane-carboxylic lactone with a compound of the formula, R1OH wherein R1 is a hydrogen atom or a C1-C4 alkyl group, in an alkaline condition or in the presence of an acidic catalyst.</p>
申请公布号 EP0029092(A1) 申请公布日期 1981.05.27
申请号 EP19800105103 申请日期 1980.08.27
申请人 SUMITOMO CHEMICAL COMPANY, LIMITED 发明人 ITAYA, NOBUSHIGE;MATSUO, NORITADA
分类号 C07C45/67;C07D307/93;(IPC1-7):07C49/743;07C45/61;07D307/93 主分类号 C07C45/67
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