Dehydration of 3- and 4-aryl- substituted 3-hydroxy acids in acetic anhydride in presence of zinc chloride
作者:Ch.P. Ivanov、D.M. Mondeshka
DOI:10.1016/0040-4020(73)80122-x
日期:1973.1
The reaction of several di- and triaryl-substituted 3-aryl-3-hydroxy acids and a 4-aryl-3-hydroxy acid in acetic anhydride in the presence of anhydrous zinc chloride has been investigated. It has been shown that the reaction discovered with 3-(2′-thienyl)-substituted 3-hydroxy acids, namely, their conversion under the above stated conditions into α, β-unsaturated methyl ketones,1,2 occurs also with
已经研究了在无水氯化锌存在下,几种二-和三芳基取代的3-芳基-3-羟基酸与4-芳基-3-羟基酸在乙酸酐中的反应。已经表明,用3-(2'-噻吩基)-取代的3-羟基酸发现的反应,即在上述条件下将它们转化为α,β-不饱和甲基酮,1,2,3-也发生。芳基3-羟基酸,但由于并发环化反应导致茚-1-酮的程度较小,因此程度较小。已经确定,所获得的不饱和甲基酮在顺式存在一个在CC键上包含三个芳族取代基的化合物。-(CC,CO)构象。已经发现,用4-芳基取代的3-羟基酸几乎没有得到不饱和酮,相反,主要产物是在反应条件下被乙酰化的2,3-二取代的1-萘酚。其结构已通过其UV,IR和NMR光谱证实,并已通过该化合物的质谱证实。