由2-甲氧基酚合成4-溴酚酮的合成研究

Synthesis of 4-Bromotropolone from 2-Methoxyphenol

邱一真(I-Chen Chiu)

中原大學/理學院/化學研究所/碩士(2011年)

https://doi.org/10.6840/cycu201100716

摘要

本研究利用2-甲氧基酚合成3-溴和4-溴掩飾鄰苯醌66和72。將之分別和Corey-Chaykovsky試劑反應，進行環丙烷化反應，得到含溴的雙環[4.1.0]庚烯酮67和73，此反應可能是因為受溴取代基的立體障礙和電子效應的影響，環丙烷化發現在不同的雙鍵 (分別為C2=C3，和C4=C5)上，化合物67和73分別利用酸水解得相同雙酮化合物75，此雙酮化合物再經BF3.OEt2擴環得化合物77，再以醋酸水解得到4-溴酚酮26。

關鍵字

酚酮

並列摘要

This research uses 2-methoxyphenol to synthesize 3-bromines and 4- bromines MOB 66 and 72. Responded separately with the Corey-Chaykovsky reagent to act cyclopropane alkylation respond, to obtains including the bromine’s Shuanghuan [4.1.0] heptenone skeletons 67 and 73. This response, may possibly influence by the bromine substituting steric hindrance and the electronic effect to occured in the different duplet bond (respectively is C2=C3, with C4=C5) on the cyclopropane alkylation. Once again the compound 67 and 73 using the acid hydrolysis to get the same diketone compound 75, than this diketone compound passes through the BF3.OEt2 ring enlargement to result in the compound 77. Than we can obtains 4- bromotropolone by hydrolysis with acetic acid.

並列關鍵字

tropolone

參考文獻

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