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Continuous-Flow Process for the Synthesis of 5-Nitro-1,4-dihydro-1,4-methanonaphthalene
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2018-12-20 00:00:00 , DOI: 10.1021/acs.oprd.8b00281 Zhiyong Tan 1 , Zhenhua Li 1 , Guoqiang Jin 1 , Chuanming Yu 2
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2018-12-20 00:00:00 , DOI: 10.1021/acs.oprd.8b00281 Zhiyong Tan 1 , Zhenhua Li 1 , Guoqiang Jin 1 , Chuanming Yu 2
Affiliation
In this article, we describe a safe and practical process for the synthesis of 5-nitro-1,4-dihydro-1,4-methanonaphthalene (1) via a continuous-flow reactor. The primary procedures in this process involved not merely the production of isoamyl nitrite but also the temperature-programmed Diels–Alder reaction of an aryne (derived from 2-amino-6-nitrobenzoic acid) with cyclopentadiene in the series flow reactor. The continuous-flow process minimized the accumulation of dangerous isoamyl nitrite and the energetic diazonium salt, and the entire reaction time was held down to 250 s.
中文翻译:
连续流法合成5-硝基-1,4-二氢-1,4-甲基萘
在本文中,我们描述了一种通过连续流反应器合成5-硝基-1,4-二氢-1,4-甲基萘(1)的安全实用的方法。该方法的主要步骤不仅涉及亚硝酸异戊酯的生产,还涉及串联流反应器中芳烃(衍生自2-氨基-6-硝基苯甲酸)与环戊二烯的温控狄尔斯-阿尔德反应。连续流过程将危险的亚硝酸异戊酯和高能重氮盐的积累降至最低,整个反应时间保持在250 s。
更新日期:2018-12-20
中文翻译:
连续流法合成5-硝基-1,4-二氢-1,4-甲基萘
在本文中,我们描述了一种通过连续流反应器合成5-硝基-1,4-二氢-1,4-甲基萘(1)的安全实用的方法。该方法的主要步骤不仅涉及亚硝酸异戊酯的生产,还涉及串联流反应器中芳烃(衍生自2-氨基-6-硝基苯甲酸)与环戊二烯的温控狄尔斯-阿尔德反应。连续流过程将危险的亚硝酸异戊酯和高能重氮盐的积累降至最低,整个反应时间保持在250 s。