On the oxidation of 2-hydroxy-1,4-naphthoquinone derivatives with alkaline potassium permanganate

On the oxidation of 2-hydroxy-1,4-naphthoquinone derivatives with alkaline potassium permanganate
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DOI:
10.1021/ja01298a030
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发表时间:
1936-07-01
影响因子:
15
通讯作者:
Hooker, SC
Hooker, SC
中科院分区:
化学1区
文献类型:
--
作者:
Hooker, SC

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(1)见编者按(1),本期刊,58,1163(1936)。(2)本文的理论部分、摘要和实验部分的最后一节基本上复制了胡克博士1934年所写的内容,尽管重新安排一些材料似乎是有利的。这些实验主要是由A.Steyermark博士进行的,他在收集数据方面提供了很大的帮助。CA Lear博士也对实验工作做出了贡献,所有的分析都是由哥伦比亚大学的D.Price博士完成的。(3)Hooker,This Journal,68,1168(1936)。原料(I)是通过对羟基肉桂醛和羟基邻苯二酚的缩合产物加氢得到的,第一氧化产物(II)被证明与从苯乙醛缩合产物得到的苯醌相似。二次氧化产物(III)直接比对,与2-苄基-3-羟基-1,4-萘酚-2-苯基-3-羟基-1,4-萘基-2-苯基-3-羟基-1,4-萘基-2-苯基-3-羟基-1,4-萘基-2-苯基-3-羟基-1,4-萘基-1,4-萘基-2-甲基-2-甲基-3-羟基-1,4-萘基-1,4-萘基-1,4-萘基-1,4-萘基-2-甲基-3-羟基-1,4-萘基-2-苯基-3-羟基-1,4-萘酚完全相同.
(1) See Editor’s note (1), This Journal, 58, 1163 (1936).(2) Thetheoretical part of this paper, the summary, and the last section of the experimental part are reproduced essentially as they were written by Dr. Hooker in 1934, although it has seemed expedient to rearrange some of the material. The experiments were carried out largely by Dr. A. Steyermark, who has been of great assistance in collecting the data. Dr. CA Lear also contributed to the ex-perimental work, and the analyses were all done by Dr. D. Price of Columbia University.—L. F. Fieser.(3) Hooker, This Journal, 68, 1168 (1936).The starting material (I) was prepared by the hydrogenation of the condensation product of hydrocinnamaldehyde with hydroxynaphthoquinone, and the first oxidation product (II) proved to be identical with the quinone similarly obtained4 from the condensation product from phenylacet-aldehyde. The product of the second oxidation (III) was compared directly and found to be identical with 2-benzyl-3-hydroxy-1, 4-naphtho-