CAJ | 학술논문

以乙酰乙酸乙酯(1)为原料,在醋酸中与亚硝酸钠通过肟化反应制得N-羟基亚胺乙酰乙酸乙酯(2);2在醋酸缓冲溶液中经锌粉还原后与环己酮加成环化合成了2-乙氧羰基-3-甲基-4,5-四亚甲基吡咯(3),其结构经~1H NMR,IR和元素分析表征.较适宜的反应条件为:1 100 mmol,n(Zn):n(1)=2.9:1.0,在醋酸中回流反应,总收率39%;以多步反应的最佳反应条件进行"一锅煮"合成3,收率50%.
이을선을산을지(1)위원료,재작산중여아초산납통과우화반응제득N-간기아알을선을산을지(2);2재작산완충용액중경자분환원후여배기동가성배화합성료2-을양탄기-3-갑기-4,5-사아갑기필각(3),기결구경~1H NMR,IR화원소분석표정.교괄의적반응조건위:1 100 mmol,n(Zn):n(1)=2.9:1.0,재작산중회류반응,총수솔39%;이다보반응적최가반응조건진행"일과자"합성3,수솔50%.
N-hydroxyimino ethyl acetoacetate(2) was prepared by oximation of ethyl acetoacetate(1) with NaNO_2 in acetic acid.2 was reduced by zinc dust,and then cyclized by addition to cyclohexanone in acetate buffer solution to obtain 2-ethoxycarbonyl-3-methyl-4,5-tetramethylenepyrrole(3).The appropriate reaction conditions at reflux were as follows:1 was 100 mmol,n(Zn):n(1) was 2.9:1.0.The total yield was 39% under the conditions.The structure of 4 was characterized by ~1H NMR,IR and elemental analysis.3 in yield of 50% was synthesized by "one-pot" method under the conditions.