Efficient Transposition of the Sandmeyer Reaction from Batch to Continuous Process

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED Organic Process Research & Development Pub Date : 2016-11-30 DOI:10.1021/acs.oprd.6b00318

Joseph D’Attoma, Titi Camara, Pierre Louis Brun, Yves Robin, Stéphane Bostyn*, Frédéric Buron*, Sylvain Routier*

引用次数: 7

Abstract

The transposition of Sandmeyer chlorination from a batch to a safe continuous-flow process was investigated. Our initial approach was to develop a cascade method using flow chemistry which involved the generation of a diazonium salt and its quenching with copper chloride. To achieve this safe continuous process diazotation, a chemometric approach (Simplex method) was used and extrapolated to establish a fully continuous-flow method. The reaction scope was also examined via the synthesis of several (het)aryl chlorides. Validation and scale-up of the process were also performed. A higher productivity was obtained with increased safety.

Abstract Image

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

山德迈耶反应从间歇过程到连续过程的有效转换

研究了山德迈耶氯化法从间歇法到安全连续流法的转换。我们最初的方法是利用流动化学开发一种级联方法，该方法涉及重氮盐的生成和氯化铜的淬火。为了实现这种安全的连续过程重氮，使用了化学计量学方法(单纯形法)并外推建立了完全连续流方法。并通过合成几种(二)芳酰氯考察了反应范围。还对该工艺进行了验证和放大。在提高安全性的同时获得了更高的生产率。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文去求助

来源期刊

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

期刊介绍： The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.