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The Assembly and Use of Continuous Flow Systems for Chemical Synthesis

Author(s)
Britton, Joshua; Jamison, Timothy F
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Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
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Abstract
The adoption of and opportunities in continuous flow synthesis ('flow chemistry') have increased significantly over the past several years. Continuous flow systems provide improved reaction safety and accelerated reaction kinetics, and have synthesised several active pharmaceutical ingredients in automated reconfigurable systems. Although continuous flow platforms are commercially available, systems constructed 'in-lab' provide researchers with a flexible, versatile, and cost-effective alternative. Herein, we describe the assembly and use of a modular continuous flow apparatus from readily available and affordable parts in as little as 30 min. Once assembled, the synthesis of a sulfonamide by reacting 4-chlorobenzenesulfonyl chloride with dibenzylamine in a single reactor coil with an in-line quench is presented. This example reaction offers the opportunity to learn several important skills including reactor construction, charging of a back-pressure regulator, assembly of stainless-steel syringes, assembly of a continuous flow system with multiple junctions, and yield determination. From our extensive experience of single-step and multistep continuous flow synthesis, we also describe solutions to commonly encountered technical problems such as precipitation of solids ('clogging') and reactor failure. Following this protocol, a nonspecialist can assemble a continuous flow system from reactor coils, syringes, pumps, in-line liquid–liquid separators, drying columns, back-pressure regulators, static mixers, and packed-bed reactors. Keywords: Flow chemistry; Synthetic chemistry methodology
Date issued
2017-10
URI
http://hdl.handle.net/1721.1/114610
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Nature Protocols
Publisher
Nature Publishing Group
Citation
Britton, Joshua, and Timothy F. Jamison. “The Assembly and Use of Continuous Flow Systems for Chemical Synthesis.” Nature Protocols, vol. 12, no. 11, Oct. 2017, pp. 2423–46.
Version: Author's final manuscript
ISSN
1750-2799
1754-2189

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