YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
イソヒノリン誘導体の合成研究 (第20報)
イソヒノリン誘導体の新合成法 その1 POCl3に依るサフロールと酸アミドの反応
亀谷 哲治
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1952 年 72 巻 9 号 p. 1090-1093

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It was found that 1-substituted 3-methyl-6, 7-methylenedioxy-3, 4-dihydroisoquinoline is obtained by heating a mixture of 1 mole each of safrol and acid amide in benzene or toluene with the addition of an excess of phosphoryl chloride. For example, use of acetamide, benzamide or phenylacetic amide as the acid amide respectively yields 1-methyl-, 1-phenyl- or 1-benzyl-3-methyl-6, 7-methylenedioxy-3, 4-dihydroisoquinoline. This method of isoquinoline synthesis is attended with a poor yield and the presence of a methyl group in the 3-position but if these points could be improved, it would offer an interesting synthetic procedure for 3-methyl-3, 4-dihydroisoquinoline derivatives since there is no necessity of preparing an amide as by the existing method.

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