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从2-溴-3甲氧基-2-烯环己酮合成取代的1,3-苯二酚单甲醚
2-溴-3甲氧基-2-烯环己酮的在C-6位容易和活性氯代烃发生烷基化反应,然后在甲苯中用DBU处理,很容易脱去溴,经芳环化生成相应的取代的1,3-苯二酚单甲醚
Synthesis of Substituted Resorcinol Monomethyl Ethers from 2-Bromo-3-methoxycyclohex-2-en-1-ones
Wenjie Shao and Derrick L. J. Clive *
Chemistry Department, University of Alberta, Edmonton, Alberta T6G 2G2, Canada
J. Org. Chem., Article ASAP
DOI: 10.1021/acs.joc.5b00192
Publication Date (Web): February 19, 2015
2-Bromo-3-methoxycyclohex-2-en-1-ones are readily alkylated at C-6 with reactive halides, and then treatment with DBU (2 equiv) in PhMe at room temperature results in smooth loss of bromide and aromatization to resorcinol monomethyl ethers of defined substitution pattern.