イソヒノリン誘導体の合成研究 (第18報)
パパベリン類似化合物の合成研究 その3 1-(3´-Methoxy-4´-hydroxybenzyl)-3-methyl-6,7-methylenedioxyisqquinolineの合成
1952 年 72 巻 9 号 p. 1084-1087
詳細
1952 年 72 巻 9 号 p. 1084-1087
As one of water-soluble papaverine-like compounds, 1-(3′-methoxy-4′-hydroxybenzyl)-3-methyl-6, 7-methylenedioxyisoquinoline was prepared. Vanillin benzyl ether was led to azlactone, then to 3-methoxy-4-benzyloxyphenylacetic acid, which was condensed with amine as its chloride, and finally by isoquinoline cyclization to the objective compound. This substance is identical with a compound obtained from 4-benzyloxybenzoic acid which was led to an amide by the Arndt-Eistert reaction and cyclized. The compound is obtained as colorless prismatic crystals of m.p. 237°, and forms a hydrochloride of m.p. 265-266° (decomp.), and a picrate of m.p. 199-200° (decomp.).
