Safomuddin Abduahadi, Emmanuel Mintah Bonku, Hongjian Qin, Abdullajon Odilov, F. Zhu, H. Aisa, Jingshan Shen
{"title":"An Improved Iodine-Catalyzed Aromatization Reaction and Its Application in the Synthesis of a Key Intermediate of Cannabidiol","authors":"Safomuddin Abduahadi, Emmanuel Mintah Bonku, Hongjian Qin, Abdullajon Odilov, F. Zhu, H. Aisa, Jingshan Shen","doi":"10.1055/a-2301-2431","DOIUrl":null,"url":null,"abstract":"In this study, the development of an improved process for the synthesis of a key cannabidiol intermediate, methyl olivetolate, is described. The process involves an improvement of the iodine-catalyzed aromatization of cyclohexanone using potassium persulfate as an oxidant. This approach enabled for the efficient synthesis of methyl olivetolate with a 90% yield and 99.84% HPLC purity on a 5 kg scale. Additionally, a total of 16 cyclohexanone substrates afforded higher yields (75-92%) of m-diphenol compounds compared to the established methods.","PeriodicalId":509029,"journal":{"name":"Synlett","volume":"20 6","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-04-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synlett","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2301-2431","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
In this study, the development of an improved process for the synthesis of a key cannabidiol intermediate, methyl olivetolate, is described. The process involves an improvement of the iodine-catalyzed aromatization of cyclohexanone using potassium persulfate as an oxidant. This approach enabled for the efficient synthesis of methyl olivetolate with a 90% yield and 99.84% HPLC purity on a 5 kg scale. Additionally, a total of 16 cyclohexanone substrates afforded higher yields (75-92%) of m-diphenol compounds compared to the established methods.
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