Reactions of hydrogen peroxide. VII. Alkali-catalyzed epoxidation and oxidation using a nitrile as co-reactant

Reactions of hydrogen peroxide. VII. Alkali-catalyzed epoxidation and oxidation using a nitrile as co-reactant
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DOI:
10.1021/jo01062a004
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发表时间:
1961-03
影响因子:
3.6
通讯作者:
G. Payne;P. Deming;Paul H. Williams
G. Payne;P. Deming;Paul H. Williams
中科院分区:
化学2区
文献类型:
--
作者:
G. Payne;P. Deming;Paul H. Williams

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发现了一种新的环氧化和氧化技术,在基本中性的条件下使用稀过氧化氢(30-50%)。该过程包括有机腈与过氧化氢的初始反应,以产生最有可能的过氧羧酸。它已用于环氧化环己烯、苯乙烯和丙烯醛二乙缩醛,产率分别为73%、70%和62%,并以79%的产率将吡啶氧化为N-氧化物,以62%的产率将苯胺氧化为偶氮苯。
A new epoxidation and oxidation technique has been discovered in which dilute hydrogen peroxide (30-50%) is utilized under essentially neutral conditions. The procedure involves the initial reaction of an organic nitrile with hydrogen peroxide to produce what is most likely a peroxycarboximidic acid. This has been used to epoxidize cyclohexene, styrene, and acrolein diethyl acetal in 73, 70, and 62% yields, respectively, as well as to oxidize pyridine to its N-oxide in 79% yield and aniline to azoxybenzene in 62% yield.