標題: Revisiting Hydroxyalkylation of Phenols with Cyclic Carbonates
作者: Kao, Shih-Chieh
Lin, Yi-Ching
Ryu, Ilhyong
Wu, Yen-Ku
應用化學系
Department of Applied Chemistry
關鍵字: phenols;ethylene carbonate;ethoxylation;TBAF;2-phenoxyethanol;flow chemistry
公開日期: 1-Jan-1970
摘要: Described is a tetrabutylammonium fluoride-mediated hydroxyalkylation reaction of phenols with cyclic carbonates. This operationally simple method enables the synthesis of a variety of aryl beta-hydroxyethyl ethers in good to excellent yields with a very small amount of catalyst loading (0.1-1 mol%). Of particular note is the efficient conversion of aromatic diols and phloroglucinol to the corresponding bis- and tris-hydroxyethylated products. To further showcase the versatility of this protocol, guaifenesin was prepared with a single step by the condensation of guaiacol and glycerol carbonate. We also developed a flow ethoxylation process permitting the continuous synthesis of multiflorol.
URI: http://dx.doi.org/10.1002/adsc.201900287
http://hdl.handle.net/11536/152246
ISSN: 1615-4150
DOI: 10.1002/adsc.201900287
期刊: ADVANCED SYNTHESIS & CATALYSIS
起始頁: 0
結束頁: 0
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