Efficient access to bisphenol A metabolites: Synthesis of monocatechol, mono-<i>o-</i>quinone, dicatechol, and di-<i>o</i>-quinone of bisphenol A
作者:Douglas E. Stack、Bejan Mahmud
DOI:10.1080/00397911.2017.1390586
日期:2018.1.17
ABSTRACT 2-Iodoxybenzoic acid (IBX) oxidation of bisphenol A (BPA) is described. The selective production of either the mono-o-quinone or the di-o-quinone can be controlled by IBX stoichiometry. Isolated yields of quinone were greater than 80%. Previous synthesis of BPA-di-o-quinone using a large excess of Fremy’s salt produced only trace amounts of product. In addition to o-quinone products, both
摘要描述了双酚 A (BPA) 的 2-碘氧基苯甲酸 (IBX) 氧化。单邻醌或二邻醌的选择性生产可以通过 IBX 化学计量控制。醌的分离产率大于80%。先前使用大量过量 Fremy's 盐合成 BPA-二邻苯醌仅产生痕量产物。除了邻醌产品外,BPA 的单酚和双酚都可以高产率合成,无需色谱即可分离。在丙酮或 DMF 中使用氧化银氧化可以将更稳定的儿茶酚定量转化回邻醌。这些一锅法反应提供了高产量和大规模获得四种不同 BPA 代谢物的途径。图形概要