Efficient Processing of Reactions Involving Diazonium Salts: Meerwein Arylation in an Impinging-Jet Reactor,Organic Process Research & Development

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Efficient Processing of Reactions Involving Diazonium Salts: Meerwein Arylation in an Impinging-Jet Reactor
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2020-07-10 , DOI: 10.1021/acs.oprd.0c00271
Chinmay A. Shukla _{1,

2} , Ranjit S. Atapalkar _{1,

2} , Amol A. Kulkarni _{1,

2}

Affiliation

This work reports a novel approach for performing high-throughput synthesis of Meerwein arylation in an impinging-jet reactor. The multistep reaction was performed in a single reactor via in situ diazonium salt generation followed by Meerwein arylation. The work involves many iterations between experiments and simulations (where we integrate simulating the flow, heat transfer, and reaction simultaneously) for optimization of conditions in an inverted impinging-jet reactor. The effect of design variables viz. catalyst concentration, inlet temperature, and monomer mole ratio on the yield of the desired product was studied in detail, and the simulation results were used to plan the continuous experiments. An infrared camera was used to monitor the transient reactor temperature for steady-state analysis. The lab-scale inverted impinging-jet reactor with over 93% isolated yield can offer a space-time yield of 277.78 tons/m³/day. The numbering-up of an inverted impinging-jet reactor can be an effective way for cleaner production of products through typical Meerwein arylation.

中文翻译：

涉及重氮盐的反应的高效处理：撞击射流反应器中的Meerwein芳基化

这项工作报告了一种新颖的方法，用于在撞击喷射反应器中进行Meerwein芳基化的高通量合成。多步反应在单个反应器中通过原位重氮盐生成，然后进行Meerwein芳基化进行。这项工作涉及在实验和模拟之间进行多次迭代（我们在其中同时集成了对流动，传热和反应的模拟），以优化倒置射流反应器中的条件。设计变量的影响。详细研究了催化剂浓度，入口温度和单体摩尔比对所需产物收率的影响，并将模拟结果用于计划连续实验。使用红外热像仪监测瞬态反应器温度以进行稳态分析。³ /天。通过典型的Meerwein芳基化反应，反向撞击喷射反应器的编号可能是清洁生产产品的有效方法。

更新日期：2020-07-10

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