scholarly journals Development of a continuous process for α-thio-β-chloroacrylamide synthesis with enhanced control of a cascade transformation

2016 ◽  
Vol 12 ◽  
pp. 2511-2522 ◽  
Author(s):  
Olga C Dennehy ◽  
Valérie M Y Cacheux ◽  
Benjamin J Deadman ◽  
Denis Lynch ◽  
Stuart G Collins ◽  
...  
Keyword(s):  
Continuous Flow ◽  
Continuous Process ◽  
Continuous Processing ◽  
Synthetic Intermediates ◽  
Selective Generation ◽  
Flow Reaction ◽  
Process Strategy

A continuous process strategy has been developed for the preparation of α-thio-β-chloroacrylamides, a class of highly versatile synthetic intermediates. Flow platforms to generate the α-chloroamide and α-thioamide precursors were successfully adopted, progressing from the previously employed batch chemistry, and in both instances afford a readily scalable methodology. The implementation of the key α-thio-β-chloroacrylamide casade as a continuous flow reaction on a multi-gram scale is described, while the tuneable nature of the cascade, facilitated by continuous processing, is highlighted by selective generation of established intermediates and byproducts.

Sustainable Electrochemical Decarboxylative Acetoxylation of Aminoacids in Batch and Continuous Flow

2021 ◽  
Author(s):  
Manuel Köckinger ◽  
Paul Hanselmann ◽  
Dominique Roberge ◽  
Piero Geotti-Bianchini ◽  
C. Oliver Kappe ◽  
...  
Keyword(s):  
Continuous Flow ◽  
Organic Molecules ◽  
Oxidative Decarboxylation ◽  
Active Ingredients ◽  
Synthetic Intermediates

Introduction of acetoxy groups to organic molecules is important for the preparation of many active ingredients and synthetic intermediates. A commonly used and attractive strategy is the oxidative decarboxylation of...

Hydrothermal synthesis of organic hybrid BaTiO3 nanoparticles using a supercritical continuous flow reaction system

2010 ◽  
Vol 312 (24) ◽  
pp. 3613-3618 ◽  
Author(s):  
Hiromichi Hayashi ◽  
Takio Noguchi ◽  
Nazrul M. Islam ◽  
Yukiya Hakuta ◽  
Yusuke Imai ◽  
...  
Keyword(s):  
Hydrothermal Synthesis ◽  
Continuous Flow ◽  
Reaction System ◽  
Organic Hybrid ◽  
Flow Reaction ◽  
Batio3 Nanoparticles

Designing continuous flow reaction of xylan hydrolysis for xylooligosaccharides production in packed-bed reactors using xylanase immobilized on methacrylic polymer-based supports

2018 ◽  
Vol 266 ◽  
pp. 249-258 ◽  
Author(s):  
Maria Romero-Fernández ◽  
Sonia Moreno-Perez ◽  
Alejandro H. Orrego ◽  
Sandro Martins de Oliveira ◽  
Ramón I. Santamaría ◽  
...  
Keyword(s):  
Continuous Flow ◽  
Packed Bed ◽  
Packed Bed Reactors ◽  
Xylan Hydrolysis ◽  
Flow Reaction

Robust Organic Photosensitizers Immobilized on a Vinylimidazolium Functionalized Support for Singlet Oxygen Generation under Continuous-Flow Conditions

Synlett ◽  
2020 ◽  
Vol 31 (05) ◽  
pp. 497-501 ◽  
Author(s):  
Koichiro Masuda ◽  
Yao Wang ◽  
Shun-ya Onozawa ◽  
Shigeru Shimada ◽  
Nagatoshi Koumura ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Rose Bengal ◽  
Crucial Role ◽  
Continuous Flow ◽  
Organic Molecules ◽  
Continuous Operation ◽  
Flow Conditions ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Flow Reaction

Rose Bengal was immobilized on a vinylimidazolium functionalized support, and the heterogeneous organic photosensitizer thus prepared was applied for photooxidation reactions of organic molecules under continuous-flow conditions. Substituents of the cation part of the support were found to play a crucial role in determining the lifetime of the catalyst. More than 11 days continuous operation of a flow reaction was achieved.

scholarly journals DERA in Flow: Synthesis of a Statin Side Chain Precursor in Continuous Flow Employing Deoxyribose-5-Phosphate Aldolase Immobilized in Alginate-Luffa Matrix

Catalysts ◽  
2020 ◽  
Vol 10 (1) ◽  
pp. 137 ◽  
Author(s):  
Bianca Grabner ◽  
Yekaterina Pokhilchuk ◽  
Heidrun Gruber-Woelfler
Keyword(s):  
Renewable Resources ◽  
Continuous Flow ◽  
Ph Value ◽  
Continuous Process ◽  
Side Chain ◽  
Hydroxyl Groups ◽  
Inexpensive Method ◽  
Reaction Conditions ◽  
Flow Process ◽  
Artery Disease

Statins, cholesterol-lowering drugs used for the treatment of coronary artery disease (CAD), are among the top 10 prescribed drugs worldwide. However, the synthesis of their characteristic side chain containing two chiral hydroxyl groups can be challenging. The application of deoxyribose-5-phosphate aldolase (DERA) is currently one of the most promising routes for the synthesis of this side chain. Herein, we describe the development of a continuous flow process for the biosynthesis of a side chain precursor. Design of experiments (DoE) was used to optimize the reaction conditions (pH value and temperature) in batch. A pH of 7.5 and a temperature of 32.5 °C were identified to be the optimal process settings within the reaction space considered. Additionally, an immobilization method was developed using the alginate-luffa matrix (ALM), which is a fast, simple, and inexpensive method for enzyme immobilization. Furthermore, it is non-toxic, biodegradable, and from renewable resources. The final continuous process was operated stable for 4 h and can produce up to 4.5 g of product per day.

scholarly journals High Temperature Continuous Flow Syntheses of Iron Oxide Nanoflowers Using the Polyol Route in a Multi-Parametric Millifluidic Device

Nanomaterials ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 119
Author(s):  
Enzo Bertuit ◽  
Sophie Neveu ◽  
Ali Abou-Hassan
Keyword(s):  
High Temperature ◽  
Iron Oxide ◽  
Physical Properties ◽  
High Temperatures ◽  
Continuous Flow ◽  
Large Scale ◽  
Materials Science ◽  
Continuous Process ◽  
Scale Up ◽  
Chemical Yield

One of the most versatile routes for the elaboration of nanomaterials in materials science, including the synthesis of magnetic iron oxide nanoclusters, is the high-temperature polyol process. However, despite its versatility, this process still lacks reproducibility and scale-up, in addition to the low yield obtained in final materials. In this work, we demonstrate a home-made multiparametric continuous flow millifluidic system that can operate at high temperatures (up to 400 °C). After optimization, we validate its potential for the production of nanomaterials using the polyol route at 220 °C by elaborating ferrite iron oxide nanoclusters called nanoflowers (CoFe2O4, Fe3O4, MnFe2O4) with well-controlled nanostructure and composition, which are highly demanded due to their physical properties. Moreover, we demonstrate that by using such a continuous process, the chemical yield and reproducibility of the nanoflower synthesis are strongly improved as well as the possibility to produce these nanomaterials on a large scale with quantities up to 45 g per day.

scholarly journals Sustainable Electrochemical Decarboxylative Acetoxylation of Aminoacids in Batch and Continuous Flow

2021 ◽  
Author(s):  
Manuel Köckinger ◽  
Paul Hanselmann ◽  
Dominique M. Roberge ◽  
Pierro Geotti-Bianchini ◽  
C. Oliver Kappe ◽  
...  
Keyword(s):  
Amino Acids ◽  
Continuous Flow ◽  
Flow Mode ◽  
Oxidative Decarboxylation ◽  
Pharmaceutical Ingredients ◽  
Synthetic Amino Acids ◽  
Electrochemical Approach ◽  
Synthetic Intermediates ◽  
Space Time Yield ◽  
Aliphatic Carboxylic Acids

Introduction of acetoxy groups to organic molecules is important for the preparation of many active ingredients and synthetic intermediates. A commonly used and attractive strategy is the oxidative decarboxylation of aliphatic carboxylic acids, which entails the generation of a new C(sp3)-O bond. This reaction has been traditionally carried out using excess amounts of harmful lead(IV) acetate. A sustainable alternative to stoichiometric oxidants is the Hofer-Moest reaction, which relies in the 2-electron anodic oxidation of the carboxylic acid. However, examples showing electrochemical acetoxylation of amino acids are scarce. Herein we present a general and scalable procedure for the anodic decarboxylative acetoxylation of amino acids in batch and continuous flow mode. The procedure has been applied to the derivatization of several natural and synthetic amino acids, including key intermediates for the synthesis of active pharmaceutical ingredients. Good to excellent yields were obtained in all cases. Transfer of the process from batch to a continuous flow cell signficantly increased reaction throughput and space-time yield, with excellent product yields obtained even in a single-pass. The sustainability of the electrochemical protocol has been examined by evaluating its green metrics. Comparison with the conventional method demonstrates that an electrochemical approach has a significant positive effect on the greenness of the process

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