论文部分内容阅读
4,4-二氯-3-丁烯-2-酮(1)为Heilbron等人于1949年首次合成。由于它具有“隐”乙酰乙酸乙酯的结构,而受到有机合成化学家的普遍注意,特别是用于杂环化合物的合成。发生在二氯丁烯酮羰基和氯上的反应研究报道较多,而发生在甲基上的反应则报道较少。Pochat等人曾报道二氯丁烯酮的甲基与某些不饱和醛或芳香醛发生正常的羟醛缩合反应。本文报道二氯丁烯酮甲基的氯甲基化以及Mannich和羟醛缩合反应,同时报道氯甲基化产物的几个后续反应。其反应式如下:
4,4-Dichloro-3-buten-2-one (1) was first synthesized by Heilbron et al in 1949. Due to its “hidden” structure of ethyl acetoacetate, it has attracted the attention of organic synthesis chemists, especially for the synthesis of heterocyclic compounds. There have been many reports on the reaction of carbonyl chloride and chlorine on dichlorobutenone, while the reaction on methyl is reported less. Pochat et al. Have reported normal aldol condensation of the methyl group of dichloroketone with certain unsaturated or aromatic aldehydes. In this paper, we report the chloromethylation of methyl chloride and the Mannich and aldol condensation reactions. Several subsequent reactions of chloromethylation products are also reported. The reaction is as follows: