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Reinvestigating the Synthesis and Characterization of Ethyl 3-[5-(2-Ethoxycarbonyl-1-methylvinyloxy)-1-methyl-1H-indol-3-yl]-but-2-enoate
ACS Omega ( IF 3.7 ) Pub Date : 2023-08-24 , DOI: 10.1021/acsomega.3c03686
Nan-Sheng Li 1, 2 , Joseph A Piccirilli 2, 3 , Geoffrey L Greene 1, 2
Affiliation  

We reinvestigated the reported method for the synthesis of ethyl 3-[5-(2-ethoxycarbonyl-1-methylvinyloxy)-1-methyl-1H-indol-3-yl]-but-2-enoate (MIBE), which was obtained by the reaction of 5-hydroxy-1-methyl-1H-indole with excess ethyl acetoacetate catalyzed by indium(III) chloride. Based on the NMR and MS data, we assigned the structure of the isolated product as (3E)-3-(2-ethoxy-2-oxoethylidene)-1,2,3,4-tetrahydro-7-hydroxy-1,4-dimethylcyclopent[b]indole-1-acetate (2a) rather than the reported MIBE.

中文翻译:

重新研究 3-[5-(2-乙氧基羰基-1-甲基乙烯基氧基)-1-甲基-1H-吲哚-3-基]-丁-2-烯酸乙酯的合成和表征

我们重新研究了报道的 3-[5-(2-乙氧基羰基-1-甲基乙烯基氧基)-1-甲基-1 H-吲哚-3-基]-丁-2-烯酸乙酯 (MIBE)的合成方法,该方法是由5-羟基-1-甲基-1H-哚与过量乙酰乙酸乙酯在氯化铟(III)催化下反应制得。根据NMR和MS数据,我们将分离产物的结构指定为(3E ) -3-(2-乙氧基-2-氧亚乙基)-1,2,3,4-四氢-7-羟基-1, 4-二甲基环戊[ b ]吲哚-1-乙酸酯(2a)而不是报道的 MIBE。
更新日期:2023-08-24
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