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Nitration Using Fuming HNO3 in Sulfolane: Synthesis of 6-Nitrovanillin in Flow Mode
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2018-02-20 00:00:00 , DOI: 10.1021/acs.oprd.8b00020 Souvik Rakshit 1 , Thirumalai Lakshminarasimhan 1 , Sivakrishna Guturi 1 , Kishorekumar Kanagavel 1 , Umamaheswara Rao Kanusu 1 , Ankita G. Niyogi 1 , Somprabha Sidar 1 , Michael R. Luzung 2 , Michael A. Schmidt 2 , Bin Zheng 2 , Martin D. Eastgate 2 , Rajappa Vaidyanathan 1
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2018-02-20 00:00:00 , DOI: 10.1021/acs.oprd.8b00020 Souvik Rakshit 1 , Thirumalai Lakshminarasimhan 1 , Sivakrishna Guturi 1 , Kishorekumar Kanagavel 1 , Umamaheswara Rao Kanusu 1 , Ankita G. Niyogi 1 , Somprabha Sidar 1 , Michael R. Luzung 2 , Michael A. Schmidt 2 , Bin Zheng 2 , Martin D. Eastgate 2 , Rajappa Vaidyanathan 1
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We report herein an improved synthesis of 6-nitrovanillin, an important building block used in pharmaceuticals and agrochemicals. The key step in this sequence is the nitration of O-Bn vanillin, which was carried out using fuming HNO3. Sulfolane emerged as the solvent of choice for this transformation due to its high stability toward strongly acidic and oxidizing conditions. The specific hazards of this reaction were studied, and the nitration was efficiently and safely conducted leveraging flow conditions.
中文翻译：
使用发烟的HNO 3在环丁砜中硝化：以流动模式合成6-硝基香兰素
我们在此报告了6-硝基香兰素的改进合成方法，后者是用于药物和农用化学品的重要组成部分。此序列中的关键步骤是使用发烟的HNO 3进行O -Bn香兰素的硝化。环丁砜因其对强酸性和氧化性条件的高稳定性而成为该转化的选择溶剂。研究了该反应的具体危害，并利用流动条件有效，安全地进行了硝化反应。
更新日期：2018-02-20
中文翻译：
使用发烟的HNO 3在环丁砜中硝化：以流动模式合成6-硝基香兰素
我们在此报告了6-硝基香兰素的改进合成方法，后者是用于药物和农用化学品的重要组成部分。此序列中的关键步骤是使用发烟的HNO 3进行O -Bn香兰素的硝化。环丁砜因其对强酸性和氧化性条件的高稳定性而成为该转化的选择溶剂。研究了该反应的具体危害，并利用流动条件有效，安全地进行了硝化反应。
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