Products Cited in Publications Worldwide Intensified Hydrogenation in Flow Using a Poly(β-cyclodextrin) Network-Supported Catalyst

Intensified Hydrogenation in Flow Using a Poly(β-cyclodextrin) Network-Supported Catalyst

Davis, Bradley A.; Bennett, Jeffrey A.; Genzer, Jan; Efimenko, Kirill; Abolhasani, Milad

DOI:

Abstract

The intersection of heterogeneous catalysis and flow chem. is of great importance for the emerging distributed manufacturing of specialty chems. Specifically, continuous production of aryl amines is an essential step for on-demand and on-site manufacturing of fine chems. This work presents a heterogeneous flow chem. route for accelerated chemoselective hydrogenation of nitroarenes using a poly(β-cyclodextrin) network-supported palladium catalyst. The developed packed-bed flow reactor enables the selective hydrogenation of a rationally selected library of nitroarenes with >99% yield at room temperature and short residence times (1 min). Utilizing sodium borohydride as the hydrogen carrier in a pressurized packed-bed flow reactor allows safe and efficient delivery of hydrogen to nitroarene mols. We demonstrate the robustness and versatility of the flow reactor packed with the network-supported catalyst through its consistently high reaction yield over a 3 day run and its reusability and stability in several solvent mixtures with a single-reactor aryl amine manufacturing throughput of up to 31.5 g/day. Furthermore, the catalytic packed-bed reactor is used in a case study for a two-step telescopic synthesis of a critical intermediate for the antibacterial drug linezolid, further supporting its utility as an industrially relevant catalyst for the broad application of catalytic hydrogenations in flow.

Keywords

heterogeneous catalysis ; flow chemistry ; network-supported catalysis ; transfer hydrogenation ; process intensification

Purchased from AmBeed

Heptakis(6-iodo-6-deoxy)-β-cyclodextrin

A14679730754-23-598%

Heptakis(6-iodo-6-deoxy)-β-cyclodextrin

71.0/100mg

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