scholarly journals Decagram Synthesis of Dimethyl 1,4-Cubanedicarboxylate Using Continuous-Flow Photochemistry

Synthesis ◽  
2020 ◽  
Author(s):  
Bruno Linclau ◽  
Diego E. Collin ◽  
Edward H. Jackman ◽  
Nicolas Jouandon ◽  
Wei Sun ◽  
...  

AbstractThe highly strained cubane system is of great interest as a scaffold and rigid linker in both pharmaceutical and materials chemistry. A straightforward approach is reported for the scale-up of a [2+2] photocycloaddition step using convenient home-made flow photoreactors to access dimethyl 1,4-cubanedicarboxylate on decagram-scale in 33–40% yield over 8 steps. The process is demonstrated on 3.4 g·h–1 input with 30 minutes residence time, enabling to reduce the process time and to avoid the use of batch photoreactors. Completion of the characterisation of the photocycloadduct and its hydrates is reported.

Materials ◽  
2019 ◽  
Vol 12 (5) ◽  
pp. 788 ◽  
Author(s):  
Erika Bálint ◽  
Ádám Tajti ◽  
György Keglevich

The microwave (MW) technique is an efficient tool in the realization of organic reactions, as well as in the analytical field and in the food industry. The continuous flow approach is of special interest as a promising way to scale-up MW-assisted syntheses. Besides summarizing the batch precedents, this review focuses on the utilization of the MW technique in the continuous-flow realization of organophosphorus transformations. The advantages of the continuous flow technique against the batch accomplishment are also shown. A few materials chemistry-related applications are also mentioned.


1985 ◽  
Vol 50 (10) ◽  
pp. 2122-2133 ◽  
Author(s):  
Jindřich Zahradník ◽  
Marie Fialová ◽  
Jan Škoda ◽  
Helena Škodová

An experimental study was carried out aimed at establishing a data base for an optimum design of a continuous flow fixed-bed reactor for biotransformation of ammonium fumarate to L-aspartic acid catalyzed by immobilized cells of the strain Escherichia alcalescens dispar group. The experimental program included studies of the effect of reactor geometry, catalytic particle size, and packed bed arrangement on reactor hydrodynamics and on the rate of substrate conversion. An expression for the effective reaction rate was derived including the effect of mass transfer and conditions of the safe conversion-data scale-up were defined. Suggestions for the design of a pilot plant reactor (100 t/year) were formulated and decisive design parameters of such reactor were estimated for several variants of problem formulation.


2017 ◽  
Vol 13 ◽  
pp. 120-126 ◽  
Author(s):  
Christian H Hornung ◽  
Miguel Á Álvarez-Diéguez ◽  
Thomas M Kohl ◽  
John Tsanaktsidis

This work describes the Diels–Alder reaction of the naturally occurring substituted butadiene, myrcene, with a range of different naturally occurring and synthetic dienophiles. The synthesis of the Diels–Alder adduct from myrcene and acrylic acid, containing surfactant properties, was scaled-up in a plate-type continuous-flow reactor with a volume of 105 mL to a throughput of 2.79 kg of the final product per day. This continuous-flow approach provides a facile alternative scale-up route to conventional batch processing, and it helps to intensify the synthesis protocol by applying higher reaction temperatures and shorter reaction times.


2019 ◽  
Vol 52 (9) ◽  
pp. 3551-3557 ◽  
Author(s):  
Marcus H. Reis ◽  
Travis P. Varner ◽  
Frank A. Leibfarth

2020 ◽  
Vol 24 (10) ◽  
pp. 2217-2227
Author(s):  
Manuel Köckinger ◽  
Benjamin Wyler ◽  
Christof Aellig ◽  
Dominique M. Roberge ◽  
Christopher A. Hone ◽  
...  

2020 ◽  
Vol 10 (23) ◽  
pp. 7814-7818
Author(s):  
György Orsy ◽  
Ferenc Fülöp ◽  
István M. Mándity

We report a direct flow-based synthesis of amides. The developed approach is prominently simple and various aliphatic and aromatic amides were synthetized with excellent yields. The technology is considerably robust and easy scale-up was carried out.


Molecules ◽  
2020 ◽  
Vol 25 (8) ◽  
pp. 1985 ◽  
Author(s):  
György Orsy ◽  
Ferenc Fülöp ◽  
István M. Mándity

A continuous-flow acetylation reaction was developed, applying cheap and safe reagent, acetonitrile as acetylation agent and alumina as catalyst. The method developed utilizes milder reagent than those used conventionally. The reaction was tested on various aromatic and aliphatic amines with good conversion. The catalyst showed excellent reusability and a scale-up was also carried out. Furthermore, a drug substance (paracetamol) was also synthesized with good conversion and yield.


2020 ◽  
Vol 24 (10) ◽  
pp. 1978-1987
Author(s):  
Olga C. Dennehy ◽  
Denis Lynch ◽  
Stuart G. Collins ◽  
Anita R. Maguire ◽  
Humphrey A. Moynihan

Crystals ◽  
2020 ◽  
Vol 10 (10) ◽  
pp. 953
Author(s):  
Lorenzo Degli Esposti ◽  
Alessandro Dotti ◽  
Alessio Adamiano ◽  
Claudia Fabbi ◽  
Eride Quarta ◽  
...  

Calcium phosphate nanoparticles (CaP NPs) are an efficient class of nanomaterials mainly used for biomedical applications but also very promising in other sectors such as cosmetics, catalysis, water remediation, and agriculture. Unfortunately, as in the case of other nanomaterials, their wide application is hindered by the difficulty to control size, morphology, purity and degree of particle aggregation in the translation from laboratory to industrial scale production that is usually carried out in batch or semi-batch systems. In this regard, the use of continuous flow synthesis can help to solve this problem, providing more homogenous reaction conditions and highly reproducible synthesis. In this paper, we have studied with a design of experiment approach the precipitation of citrate functionalized CaP NPs aided by sonication using a continuous flow wet chemical precipitation, and the effect of some of the most relevant process factors (i.e., reactant flow rate, sonication amplitude, and maturation time) on the physico-chemical properties of the NPs were evaluated. From the statistical data analysis, we have found that CaP NP dimensions are influenced by the reactor flow rate, while the crystalline domain dimensions and product purity are influenced by the maturation process. This work provides a deeper understanding of the relationships between reaction process factors and CaP NP properties, and is a relevant contribution for the scale-up production of CaP NPs for nanomedical or other applications.


Technologies ◽  
2020 ◽  
Vol 8 (3) ◽  
pp. 45
Author(s):  
Marilena Radoiu ◽  
Harmandeep Kaur ◽  
Anna Bakowska-Barczak ◽  
Steven Splinter

Cannabis is a flowering plant that has long been used for medicinal, therapeutic, and recreational purposes. Cannabis contains more than 500 different compounds, including a unique class of terpeno-phenolic compounds known as cannabinoids. Δ9-tetrahydrocannabinol (THC) and cannabidiol (CBD) are the most extensively studied cannabinoids. They have been associated with the therapeutic and medicinal properties of the cannabis plant and also with its popularity as a recreational drug. In this paper, an industrial method for cannabis extraction using 915 MHz microwaves coupled with continuous flow operation is presented. The main advantages of the microwave-assisted extraction (MAE) are associated to the continuous-flow operation at atmospheric pressure which allows for higher volumes of biomass to be processed in less time than existing extraction methods, with improved extraction efficiency leading to increased final product yields, improved extract consistency and quality because the process does not require stopping and restarting material flows, and ease of scale-up to industrial scale without the use of pressurised batch vessels. Moreover, due to the flexibility of changing the operation conditions, MAE eliminates additional steps required in most extraction methods, such as biomass decarboxylation or winterisation, which typically adds at least a half day to the extraction process. Another factor that sets MAE apart is the ability to achieve high extraction efficiency, i.e., up to 95% of the active compounds from cannabis biomass can be recovered at industrial scale.


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