YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Norcoralydineの液体アンモニア中アルカリ金属による開裂反応
富田 真雄国友 順一菊池(松村) 寿賀子
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1961 年 81 巻 1 号 p. 108-113

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Cleavage reaction of norcoralydine (I) by application of metallic sodium in liquid ammonia affords one kind of a phenolic base (cleaved base A), whose hydrochloride melts at 249-250° with decomposition. The same reaction with metallic lithium in place of sodium, under exactly the same conditions, affords two kinds of phenolic bases, the same cleaved base A and another base B of m. p. 232-234°. Of these cleaved bases, base A was found to be 11-hydroxy-2, 3, 10-trimethoxy-5, 6, 13, 13a-tetrahydro-8H-dibenzo [a, g] quinolizine (II) by its synthesis through the route shown in Chart 1. The cleaved base B was found identical with 2, 10-dimethoxy-3, 11-dihydroxy-5, 6, 13, 13a-tetrahydro-8H-dibenzo[a, g] quinolizine (III) which had earlier been synthesized by the present writers.

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