scholarly journals A practical experiment to teach students continuous flow and physico-chemical methods: acetylation of ethylene diamine in liquid bi-phase

Author(s):  
Mary Bayana ◽  
A. John Blacker ◽  
Adam D. Clayton ◽  
Katherine E. Jolley ◽  
Ricardo Labes ◽  
...  

Abstract Despite growing applications being reported both in academia and industry, continuous flow chemistry remains a relatively untaught field across most chemistry undergraduate courses. This is particularly true in laboratory practical classes, where it is often deemed simpler to carry out synthetic reactions in traditional batch mode using round-bottomed flasks. Herein, we report the development of an undergraduate project that utilises cheap and readily available materials to construct continuous flow reactors. The students compare the performance of different types of reactors and conditions in a biphasic selective acetylation of a symmetrical diamine. Throughout the investigation, the students can vary multiple parameters as they optimise the reaction, thus actively learning and readjusting them based on their improved understanding. The experiments give the students an appreciation of continuous flow techniques in comparison to batch.

Synlett ◽  
2020 ◽  
Vol 31 (19) ◽  
pp. 1899-1902
Author(s):  
Jun-ichi Yoshida ◽  
Heejin Kim ◽  
Hyune-Jea Lee ◽  
Daiki Torii ◽  
Yongju Jeon

The isothiocyanate (NCS) group is an attractive functional group in the field of organic and pharmaceutical chemistry. It can be transformed into other heteroatomic functional groups. It usually acts as the inductive group of biological activity and has also been traditionally used as the fluorescent-labeling reagent. However, it is not compatible with strong bases. When the NCS group is at para position in halobenzenes, it generally undergoes nucleophilic additions upon reaction with strong bases. To the best of our knowledge, there is currently no general methodology for the formation and reactions of NCS-functionalized aryllithiums for meta and para substituents. Herein, we report the continuous-flow generation of NCS-substituted aryllithiums from the corresponding haloarenes via a selective halogen–lithium exchange reaction and its reaction with various electrophiles to yield NCS-containing products. We also achieved an integrated synthesis through sequential reactions of the NCS-containing compounds with additional nucleophiles using the continuous-flow reactors.


2014 ◽  
Vol 12 (22) ◽  
pp. 3611-3615 ◽  
Author(s):  
Jan Hartwig ◽  
Jan B. Metternich ◽  
Nikzad Nikbin ◽  
Andreas Kirschning ◽  
Steven V. Ley

A new reactivity pattern and extended reaction scope has been obtained by transferring a reaction from batch mode to flow.


2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Alessandra Puglisi ◽  
Sergio Rossi

AbstractOrganic synthesis has traditionally been performed in batch. Continuous-flow chemistry was recently rediscovered as an enabling technology to be applied to the synthesis of organic molecules. Organocatalysis is a well-established methodology, especially for the preparation of enantioenriched compounds. In this chapter we discuss the use of chiral organocatalysts in continuous flow. After the classification of the different types of catalytic reactors, in Section 2, each class will be discussed with the most recent and significant examples reported in the literature. In Section 3 we discuss homogeneous stereoselective reactions in flow, with a look at the stereoselective organophotoredox transformations in flow. This research topic is emerging as one of the most powerful method to prepare enantioenriched products with structures that would otherwise be challenging to make. Section 4 describes the use of supported organocatalysts in flow chemistry. Part of the discussion will be devoted to the choice of the support. Examples of packed-bed, monolithic and inner-wall functionalized reactors will be introduced and discussed. We hope to give an overview of the potentialities of the combination of (supported) chiral organocatalysts and flow chemistry.


2015 ◽  
Vol 11 ◽  
pp. 1194-1219 ◽  
Author(s):  
Marcus Baumann ◽  
Ian R Baxendale

The implementation of continuous flow processing as a key enabling technology has transformed the way we conduct chemistry and has expanded our synthetic capabilities. As a result many new preparative routes have been designed towards commercially relevant drug compounds achieving more efficient and reproducible manufacture. This review article aims to illustrate the holistic systems approach and diverse applications of flow chemistry to the preparation of pharmaceutically active molecules, demonstrating the value of this strategy towards every aspect ranging from synthesis, in-line analysis and purification to final formulation and tableting. Although this review will primarily concentrate on large scale continuous processing, additional selected syntheses using micro or meso-scaled flow reactors will be exemplified for key transformations and process control. It is hoped that the reader will gain an appreciation of the innovative technology and transformational nature that flow chemistry can leverage to an overall process.


RSC Advances ◽  
2017 ◽  
Vol 7 (83) ◽  
pp. 52977-52987 ◽  
Author(s):  
Mădălina Elena Moisă ◽  
Cristina Georgiana Spelmezan ◽  
Cristina Paul ◽  
Judith Hajnal Bartha-Vári ◽  
László Csaba Bencze ◽  
...  

The EKR of some heteroaromatic secondary ethanols with tailored sol–gel immobilized lipases in batch and continuous-flow reactors was studied. The productivity in continuous-flow mode is higher than in batch mode.


2012 ◽  
Vol 14 (1) ◽  
pp. 38-54 ◽  
Author(s):  
Charlotte Wiles ◽  
Paul Watts

Author(s):  
Nicole Candice Neyt ◽  
Darren Lyall Riley

The adoption of flow technology for the manufacture of chemical entities, and in particular pharmaceuticals, has seen rapid growth over the past two decades with the technology now blurring the...


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