Reactions of Bis(2,6-dimethoxyphenyl)methanol in Common Organic Solvents in the Presence of an Acid
作者:Masanori Wada、Hideki Konishi、Takanori Kai、Hiroshi Takeuchi、Satoko Natsume、Tatsuo Erabi
DOI:10.1246/bcsj.71.1667
日期:1998.7
presence of acid to give a new ketone, Φ2CHCH2COMe. Analogous reactions were observed in some other alkyl ketones and aldehydes, such as diethyl ketone, methyl phenyl ketone, 2,4-pentanedione, propanal, and butanal. In ethyl methyl ketone, an 80 : 20 mixture of Φ2CHCHMeCOMe and Φ2CHCH2COEt was obtained in agreement with the pKE values of two enols derived from ethyl methyl ketone. Compound 1 reacted in primary
标题化合物 Φ2CHOH [Φ = 2,6-(MeO)2C6H3] (1),在温和条件下,在酸存在下,在丙酮中反应生成新的酮,Φ2CHCH2COMe。在其他一些烷基酮和醛中观察到类似的反应,例如二乙酮、甲基苯基酮、2,4-戊二酮、丙醛和丁醛。在甲基乙基酮中,得到 Φ2CHCHMeCOMe 和 Φ2CHCH2COEt 的 80:20 混合物,与衍生自乙基甲基酮的两种烯醇的 pKE 值一致。化合物 1 在伯醇和仲醇中反应,分别得到还原的化合物 Φ2CH2 (6) 和相应的醛和酮。醇的反应性顺序为1-丙醇≈1-丁醇<乙醇<2-丁醇<2-丙醇。化合物1也在醚中反应,如四氢呋喃和乙醚,