期刊论文

Sun, H.

中文

精细石油化工

1003-9384

2012

29

5

1-4

10.3969/j.issn.1003-9384.2012.05.001

本校为第一且通讯机构

实验以环戊酮与苄胺为起始原料,经亲核加成、乙酰化、Vilsmeier反应关环合成了第四代抗生素头孢匹罗的重要中间体2-氯-6,7-二氢-5H-环戊并[b]吡啶,经3步反应制备了2-氯-6,7-二氢-5H-环戊并[b]吡啶。合成中间产物N-亚环戊基苄胺的较佳条件为:反应温度为117~121℃,n(苄胺)∶n(环戊酮)=1∶1.02,回流反应时间为40min;合成中间产物N-环戊烯基-N-苄基乙酰胺的较佳条件为:加料温度0~5℃,反应温度25℃,n(苄胺)∶n(乙酸酐)=1∶1.1,反应时间14h;合成2-氯-6,7-二氢-5H-环戊并[b]吡啶的条件为:三氯氧磷加料温度0~5℃,回流反应时间15h,水解温度为40~45℃。三步反应的总收率为45.9%,产品结构经1HNMR和LC-MS确证...

The important intermediate of the fourth-generation antibiotics cefpirome, 2-chloro-6, 7-dihydro-5H-cyclopentano[b]pyridine, was synthesized from cyclopentanone and benzylamine via nucleophilic addition, acetylization and Vilsmeier cyclization. The main synthetic conditions were found. For the intermediate N-cyclopentylidene (phenyl) methanamine, the reaction temperature were 117 - 121°C with material molar ratio n(benzylamine):n(cyclopentanone)=1:1.02 and refluxing reaction time of 40 min. For the intermediate N-benzyl-N-cyclopentenylacetamid...