TY - JOUR
T1 - Efficient Processing of Reactions Involving Diazonium Salts
T2 - Meerwein Arylation in an Impinging-Jet Reactor
AU - Shukla, Chinmay A.
AU - Atapalkar, Ranjit S.
AU - Kulkarni, Amol A.
N1 - Publisher Copyright:
Copyright © 2020 American Chemical Society.
PY - 2020/9/18
Y1 - 2020/9/18
N2 - This work reports a novel approach for performing high-throughput synthesis of Meerwein arylation in an impinging-jet reactor. The multistep reaction was performed in a single reactor via in situ diazonium salt generation followed by Meerwein arylation. The work involves many iterations between experiments and simulations (where we integrate simulating the flow, heat transfer, and reaction simultaneously) for optimization of conditions in an inverted impinging-jet reactor. The effect of design variables viz. catalyst concentration, inlet temperature, and monomer mole ratio on the yield of the desired product was studied in detail, and the simulation results were used to plan the continuous experiments. An infrared camera was used to monitor the transient reactor temperature for steady-state analysis. The lab-scale inverted impinging-jet reactor with over 93% isolated yield can offer a space-time yield of 277.78 tons/m3/day. The numbering-up of an inverted impinging-jet reactor can be an effective way for cleaner production of products through typical Meerwein arylation.
AB - This work reports a novel approach for performing high-throughput synthesis of Meerwein arylation in an impinging-jet reactor. The multistep reaction was performed in a single reactor via in situ diazonium salt generation followed by Meerwein arylation. The work involves many iterations between experiments and simulations (where we integrate simulating the flow, heat transfer, and reaction simultaneously) for optimization of conditions in an inverted impinging-jet reactor. The effect of design variables viz. catalyst concentration, inlet temperature, and monomer mole ratio on the yield of the desired product was studied in detail, and the simulation results were used to plan the continuous experiments. An infrared camera was used to monitor the transient reactor temperature for steady-state analysis. The lab-scale inverted impinging-jet reactor with over 93% isolated yield can offer a space-time yield of 277.78 tons/m3/day. The numbering-up of an inverted impinging-jet reactor can be an effective way for cleaner production of products through typical Meerwein arylation.
KW - computational fluid dynamics
KW - high throughput synthesis
KW - impinging-jet reactor
KW - IR camera
KW - Meerwein arylation
KW - numbering-up
UR - http://www.scopus.com/inward/record.url?scp=85093103084&partnerID=8YFLogxK
U2 - 10.1021/acs.oprd.0c00271
DO - 10.1021/acs.oprd.0c00271
M3 - Article
AN - SCOPUS:85093103084
SN - 1083-6160
VL - 24
SP - 1658
EP - 1664
JO - Organic Process Research and Development
JF - Organic Process Research and Development
IS - 9
ER -