Cargando…
Electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize Ibuprofen
Electrocarboxylation of organic halides is one of the most widely used approaches for valorising CO(2). In this manuscript, we report a new greener synthetic route for synthesising 2-(4-isobutylphenyl)propanoic acid, Ibuprofen, one of the most popular non-steroidal anti-inflammatory drugs (NSAIDs)....
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2019
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064219/ https://www.ncbi.nlm.nih.gov/pubmed/35516352 http://dx.doi.org/10.1039/c9ra01781j |
_version_ | 1784699323303329792 |
---|---|
author | Mena, Silvia Sanchez, Jessica Guirado, Gonzalo |
author_facet | Mena, Silvia Sanchez, Jessica Guirado, Gonzalo |
author_sort | Mena, Silvia |
collection | PubMed |
description | Electrocarboxylation of organic halides is one of the most widely used approaches for valorising CO(2). In this manuscript, we report a new greener synthetic route for synthesising 2-(4-isobutylphenyl)propanoic acid, Ibuprofen, one of the most popular non-steroidal anti-inflammatory drugs (NSAIDs). The joint use of electrochemical techniques and ionic liquids (ILs) allows CO(2) to be used as a C(1)-organic building block for synthesising Ibuprofen in high yields, with conversion ratios close to 100%, and under mild conditions. Furthermore, the determination of the reduction peak potential values of 1-chloro-(4-isobutylphenyl)ethane in several electrolytes (DMF, and ionic liquids) and with different cathodes (carbon and silver) makes it possible to evaluate the most “energetically” favourable conditions for performing the electrocarboxylation reaction. Hence, the use of ILs not only makes the electrolytic media greener, but they also act as catalysts enabling the electrochemical reduction of 1-chloro-(4-isobutylphenyl)ethane to be decreased by up to 1.0 V. |
format | Online Article Text |
id | pubmed-9064219 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90642192022-05-04 Electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize Ibuprofen Mena, Silvia Sanchez, Jessica Guirado, Gonzalo RSC Adv Chemistry Electrocarboxylation of organic halides is one of the most widely used approaches for valorising CO(2). In this manuscript, we report a new greener synthetic route for synthesising 2-(4-isobutylphenyl)propanoic acid, Ibuprofen, one of the most popular non-steroidal anti-inflammatory drugs (NSAIDs). The joint use of electrochemical techniques and ionic liquids (ILs) allows CO(2) to be used as a C(1)-organic building block for synthesising Ibuprofen in high yields, with conversion ratios close to 100%, and under mild conditions. Furthermore, the determination of the reduction peak potential values of 1-chloro-(4-isobutylphenyl)ethane in several electrolytes (DMF, and ionic liquids) and with different cathodes (carbon and silver) makes it possible to evaluate the most “energetically” favourable conditions for performing the electrocarboxylation reaction. Hence, the use of ILs not only makes the electrolytic media greener, but they also act as catalysts enabling the electrochemical reduction of 1-chloro-(4-isobutylphenyl)ethane to be decreased by up to 1.0 V. The Royal Society of Chemistry 2019-05-14 /pmc/articles/PMC9064219/ /pubmed/35516352 http://dx.doi.org/10.1039/c9ra01781j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Mena, Silvia Sanchez, Jessica Guirado, Gonzalo Electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize Ibuprofen |
title | Electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize Ibuprofen |
title_full | Electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize Ibuprofen |
title_fullStr | Electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize Ibuprofen |
title_full_unstemmed | Electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize Ibuprofen |
title_short | Electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize Ibuprofen |
title_sort | electrocarboxylation of 1-chloro-(4-isobutylphenyl)ethane with a silver cathode in ionic liquids: an environmentally benign and efficient way to synthesize ibuprofen |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064219/ https://www.ncbi.nlm.nih.gov/pubmed/35516352 http://dx.doi.org/10.1039/c9ra01781j |
work_keys_str_mv | AT menasilvia electrocarboxylationof1chloro4isobutylphenylethanewithasilvercathodeinionicliquidsanenvironmentallybenignandefficientwaytosynthesizeibuprofen AT sanchezjessica electrocarboxylationof1chloro4isobutylphenylethanewithasilvercathodeinionicliquidsanenvironmentallybenignandefficientwaytosynthesizeibuprofen AT guiradogonzalo electrocarboxylationof1chloro4isobutylphenylethanewithasilvercathodeinionicliquidsanenvironmentallybenignandefficientwaytosynthesizeibuprofen |