YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Duboisia属植物の研究(第6報)AlkamineおよびMethyl α-MethylenephenylacetateとDiazomethaneの1,3-Cycloaddition
影井 健吾緒方 善武国井 敏信林 憲司豊島 昭二松浦 信
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1981 年 101 巻 2 号 p. 193-198

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The 1, 3-cycloaddition of diazomethane to α-methylenephenylacetate, apoatropine, aposcopolamine and atropic acid methyl ester, was studied and 3-phenyl-3-alkoxycarbonyl-1-pyrazolines obtained. Alkamine esters of these compounds were rather stable, however, methyl ester of 1-pyrazoline derivative was changed to 1H-2-pyrazoline derivative and 3-phenylpyrazole under basic conditions. And also, methyl ester of 1-pyrazoline derivative was rearranged to 1H-2-pyrazoline derivative in acidic solutions. When chloroform solution of methyl ester of 1-pyrazoline derivative was kept standing at room temperature of heated at 50°, 1-phenyl-1-cyclopropanecarboxylic acid methyl ester was obtained.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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