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Title: Development and Scale-up of Continuous Electrocatalytic Hydrogenation of Functionalized Nitro Arenes, Nitriles, and Unsaturated Aldehydes

Journal Article · · Organic Process Research & Development
ORCiD logo [1];  [1];  [2];  [3]; ORCiD logo [4]; ORCiD logo [5];  [5]; ORCiD logo [1]
  1. Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
  2. GSK, Advanced Manufacturing Technologies, King of Prussia, PA (United States)
  3. GSK, Advanced Manufacturing Technologies, King of Prussia, PA (United States); Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
  4. GSK, Advanced Manufacturing Technologies, King of Prussia, PA (United States); Univ. of Victoria, Victoria, BC (Canada)
  5. GSK, API Chemistry, Hertfordshire (United Kingdom)
+ Show Author Affiliations

Electrolysis flow reactors based on the filter-press architecture of redox flow batteries have proven to be effective and scalable toward the production of commercially relevant, pharmaceutical quantities of anilines (>500 kg/year) from halogen-, hydroxyl-, and carbonyl-substituted nitroarenes. Turbulent flow through the carbon felts on which the catalysts were supported facilitated scaling toward production levels because it conferred on the reactors scale-independent, plug flow-like residence time distributions and high mass transfer coefficients. Equipping the cells with microreference electrodes made it possible to transfer reaction conditions first developed in batch systems to the continuous flow reactors. In conclusion, the catalysts prepared by incipient wetness impregnation of metal salts into lightly oxidized carbon felt supports were readily generalizable.

Research Organization:
Pacific Northwest National Lab. (PNNL), Richland, WA (United States)
Sponsoring Organization:
USDOE
Grant/Contract Number:
AC05-76RL01830
OSTI ID:
1572942
Report Number(s):
PNNL-SA-123343
Journal Information:
Organic Process Research & Development, Vol. 23, Issue 9; ISSN 1083-6160
Publisher:
ACS PublicationsCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 17 works
Citation information provided by
Web of Science

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Cited By (1)

Mild deprotection of the N-tert -butyloxycarbonyl ( N -Boc) group using oxalyl chloride journal January 2020

Figures / Tables (21)

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Scheme 3(p. 8)figure Scheme 3

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
electrosynthesis
reduction
anilines hydrodeoxygenation of nitro arenes
hydrogenation
flow chemistry