Efficient synthesis of 5-bromo-2,3-dimethoxy-6-methyl-1,4-benzoquinone: key intermediate for preparing Coenzyme Q
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The title compound, a key intermediate for preparing Coenzyme Qn family, was prepared in an excellent yield by a reaction sequence starting from the commercially available 3,4,5-trimethoxytoluene 1 via bromination, methoxylation and oxidation reactions. An 80% overall yield was demonstrated on a multi-gram scale.
KeywordsCoenzyme Q 1,4-Benzoquinone Bromination
This study was supported by the National Natural Science Foundation of China (nos. 31600740 and 81803353), the Natural Science Foundation of Jiangsu Province (BK20160443), the Six Talent Peaks Project in Jiangsu Province (SWYY-094), the Jiangsu Provincial Key Laboratory for Bioresources of Saline Soils (nos. JKLBS2016013 and JKLBS2017010) and the College students practice innovation training program of Yancheng Teachers University (Provincial key projects).
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