Literature DB >> 31729122

Enhanced Controllability of Fries Rearrangements Using High-Resolution 3D-Printed Metal Microreactor with Circular Channel.

Hyune-Jea Lee1, Robert C Roberts2, Do Jin Im3, Se-Jun Yim1, Heejin Kim4, Ji Tae Kim5, Dong-Pyo Kim1.   

Abstract

High-resolution 3D-printed stainless steel metal microreactors (3D-PMRs) with different cross-sectional geometry are fabricated to control ultrafast intramolecular rearrangement reactions in a comparative manner. The 3D-PMR with circular channel demonstrates the improved controllability in rapid Fries-type rearrangement reactions, because of the superior mixing efficiency to rectangular cross-section channels (250 µm × 125 µm) which is confirmed based on the computational flow dynamics simulation. Even in case of very rapid intramolecular rearrangement of sterically small acetyl group occurring in 333 µs of reaction time, the desired intermolecular reaction can outpace to the undesired intramolecular rearrangement using 3D-PMR to result in high conversion and yield.
© 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  3D print; Fries rearrangement; flow chemistry; microreactors; reactive intermediates

Year:  2019        PMID: 31729122     DOI: 10.1002/smll.201905005

Source DB:  PubMed          Journal:  Small        ISSN: 1613-6810            Impact factor:   13.281


  1 in total

1.  Scalable Subsecond Synthesis of Drug Scaffolds via Aryllithium Intermediates by Numbered-up 3D-Printed Metal Microreactors.

Authors:  Ji-Ho Kang; Gwang-Noh Ahn; Heekwon Lee; Se-Jun Yim; Santosh Lahore; Hyune-Jea Lee; Heejin Kim; Ji Tae Kim; Dong-Pyo Kim
Journal:  ACS Cent Sci       Date:  2021-12-22       Impact factor: 14.553

  1 in total

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