An Efficient Multigram Synthesis of Juglone Methyl Ether. (September 2015)

• Record Type: Journal Article
• Authors: Cui, Jia-hua; Cui, Qing; Zhang, Qi-jing; Li, Shao-shun
• Is Part Of: Journal of chemical research. Volume 39:Number 9(2015)
• Page Start: 553
• Page End: 554
• Publication Date: 2015-09
• Subjects: juglone methyl ether -- ceric ammonium nitrate oxidation -- juglone derivatives; Chemistry -- Research -- Periodicals; Chemistry -- Periodicals; 540.5
• DOI: 10.3184/174751915X14405203456709
• Languages: English
• ISSNs: 1747-5198

Abstract

Based on the regioselective oxidation of 1, 4, 5-trimethoxynaphthalene by cerium (IV) ammonium nitrate, an efficient synthesis of juglone methyl ether has been achieved with high overall yield (74%) and good purity (98.6%). Compared with the reported methods, the reaction conditions are milder and the work-up of each step is much simpler. Moreover, the new strategy considerably reduces the cost in the synthesis of juglone methyl ether and is suitable for large-scale preparations.