Process Intensification for the Continuous Flow Hydrogenation of Ethyl Nicotinate

Abstract

Here we report a process intensification study for the selective, partial, and full hydrogenation of ethyl nicotinate using a trickle bed reactor for meso-flow transformations (HEL FlowCAT). The process achieved a throughput of 1219 g d −1 (78 g h −1 of product per g of active catalyst) for the partial hydrogenation to ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate, whereas the productivity for the full hydrogenation process reached a 1959 g d −1 of throughput (408 g h −1 of product per g of active catalyst) on this laboratory-scale flow chemistry platform.

Selective hydrogenation of alkynes over ppm-level Pd/boehmite/Al2O3 beads in a continuous-flow reactor

“…From a sustainability point of view, such value is remarkably lower than that reported in many published works assessing alkyne hydrogenation where typical catalysts have 1 wt.% (or more) of palladium. [23][24][25][26][27][28][29][30][31][32][33] To our knowledge, this is the first example of heterogeneous catalyst containing such a low amount of Pd. The prepared Pd catalyst is shown in Figure 2(a).…”

Machines vs Malaria: A Flow-Based Preparation of the Drug Candidate OZ439

“…21 The investigation of processing conditions for the reaction was carried out using 4-phenylcyclohexanone 11 as a commercially available model substrate. 15 A solution containing the oxime 5 and the ketone 11 (X = H) in EtOAc was reacted with a stream of ozone. Both the liquid and gas feed were adjusted to maximize the reaction yield.…”

Maschinengestützte organische Synthese

“…Da dieses Gebiet bereits früher beschrieben wurde,36 werden wir hier nur einen unserer eigenen Berichte zur Verwendung eines kommerziell erhältlichen HEL‐FlowCAT‐Festbett‐Rieselstromreaktors hervorheben (Abbildung 8). 37 Im Rahmen dieser Untersuchung wurde Nicotinsäureethylester vollständig über einem Katalysator‐Festbett hydriert, das entweder aus Pd/Al 2 O 3 oder aus Rh/Al 2 O 3 bestand. Die besten Ergebnisse wurden erzielt, wenn eine 2.0 M Lösung aus Nicotinsäureethylester bei einer Temperatur von 160 °C über 4 g eines Rhodium‐haltigen Katalysators mit 0.6 mL min −1 H 2 (100 bar) gepumpt wurden.…”