1952 年 72 巻 9 号 p. 1090-1093
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.