Carboxylation of phenol and its derivatives with sodium ethyl carbonate

A comparison activity of phenol and its derivatives in carboxylation reaction with sodium ethyl carbonate was carried out (the ratio between substrate and sodium ethyl carbonate was 2:1, T=185°С, Pco2=10 atm, τ=7 h). p-Cresol, p-chlorophenol, phenol, m-cresol, p-fluorophenol, p-bromophenol, and m-ch...

Full description

Bibliographic Details
Main Authors: Suerbaev Khakim A., Aldabergenov Mayliby K., Kudaibergenov Nurbolat Zh.
Format: Article
Language:English
Published: De Gruyter 2017-11-01
Series:Green Processing and Synthesis
Subjects:
Online Access:https://doi.org/10.1515/gps-2016-0116
_version_ 1818927280070590464
author Suerbaev Khakim A.
Aldabergenov Mayliby K.
Kudaibergenov Nurbolat Zh.
author_facet Suerbaev Khakim A.
Aldabergenov Mayliby K.
Kudaibergenov Nurbolat Zh.
author_sort Suerbaev Khakim A.
collection DOAJ
description A comparison activity of phenol and its derivatives in carboxylation reaction with sodium ethyl carbonate was carried out (the ratio between substrate and sodium ethyl carbonate was 2:1, T=185°С, Pco2=10 atm, τ=7 h). p-Cresol, p-chlorophenol, phenol, m-cresol, p-fluorophenol, p-bromophenol, and m-chlorophenol showed the highest activity in this reaction. o-Cresol and o-chlorophenol showed moderate activity but 2,4-dichlorophenol did not enter into the reaction. The optimum conditions for the carboxylation reaction of phenol with sodium ethyl carbonate under microwave irradiation was determined (microwave irradiation power 450 W, duration 9 min; the ratio of the initial reagents, phenol, and sodium ethylcarbonate was 1.5:1). A comparison activity of phenol and its methyl- and halogen substituted derivatives in the carboxylation reaction with sodium ethyl carbonate under microwave irradiation was conducted. The reaction proceeded in accordance with the rule of electrophilic substitution reaction of aromatic compounds and, in all cases, went selectively into the o-position to form corresponding phenol carbonic acid derivatives with yields ranging from 6.8%–39.5%.
first_indexed 2024-12-20T03:10:30Z
format Article
id doaj.art-f7786671879a47ee97eb8e6d6da5a030
institution Directory Open Access Journal
issn 2191-9542
2191-9550
language English
last_indexed 2024-12-20T03:10:30Z
publishDate 2017-11-01
publisher De Gruyter
record_format Article
series Green Processing and Synthesis
spelling doaj.art-f7786671879a47ee97eb8e6d6da5a0302022-12-21T19:55:29ZengDe GruyterGreen Processing and Synthesis2191-95422191-95502017-11-016654354710.1515/gps-2016-0116Carboxylation of phenol and its derivatives with sodium ethyl carbonateSuerbaev Khakim A.0Aldabergenov Mayliby K.1Kudaibergenov Nurbolat Zh.2Faculty of Chemistry and Chemical Technology, Al-Faraby Kazakh National University, Al-Farabi av, 71 Almaty 050038, The Republic of KazakhstanFaculty of Chemistry and Chemical Technology, Al-Faraby Kazakh National University, Almaty, The Republic of KazakhstanFaculty of Chemistry and Chemical Technology, Al-Faraby Kazakh National University, Almaty, The Republic of KazakhstanA comparison activity of phenol and its derivatives in carboxylation reaction with sodium ethyl carbonate was carried out (the ratio between substrate and sodium ethyl carbonate was 2:1, T=185°С, Pco2=10 atm, τ=7 h). p-Cresol, p-chlorophenol, phenol, m-cresol, p-fluorophenol, p-bromophenol, and m-chlorophenol showed the highest activity in this reaction. o-Cresol and o-chlorophenol showed moderate activity but 2,4-dichlorophenol did not enter into the reaction. The optimum conditions for the carboxylation reaction of phenol with sodium ethyl carbonate under microwave irradiation was determined (microwave irradiation power 450 W, duration 9 min; the ratio of the initial reagents, phenol, and sodium ethylcarbonate was 1.5:1). A comparison activity of phenol and its methyl- and halogen substituted derivatives in the carboxylation reaction with sodium ethyl carbonate under microwave irradiation was conducted. The reaction proceeded in accordance with the rule of electrophilic substitution reaction of aromatic compounds and, in all cases, went selectively into the o-position to form corresponding phenol carbonic acid derivatives with yields ranging from 6.8%–39.5%.https://doi.org/10.1515/gps-2016-0116carboxylationhydroxybenzoic acidsphenolssodium ethyl carbonate
spellingShingle Suerbaev Khakim A.
Aldabergenov Mayliby K.
Kudaibergenov Nurbolat Zh.
Carboxylation of phenol and its derivatives with sodium ethyl carbonate
Green Processing and Synthesis
carboxylation
hydroxybenzoic acids
phenols
sodium ethyl carbonate
title Carboxylation of phenol and its derivatives with sodium ethyl carbonate
title_full Carboxylation of phenol and its derivatives with sodium ethyl carbonate
title_fullStr Carboxylation of phenol and its derivatives with sodium ethyl carbonate
title_full_unstemmed Carboxylation of phenol and its derivatives with sodium ethyl carbonate
title_short Carboxylation of phenol and its derivatives with sodium ethyl carbonate
title_sort carboxylation of phenol and its derivatives with sodium ethyl carbonate
topic carboxylation
hydroxybenzoic acids
phenols
sodium ethyl carbonate
url https://doi.org/10.1515/gps-2016-0116
work_keys_str_mv AT suerbaevkhakima carboxylationofphenolanditsderivativeswithsodiumethylcarbonate
AT aldabergenovmaylibyk carboxylationofphenolanditsderivativeswithsodiumethylcarbonate
AT kudaibergenovnurbolatzh carboxylationofphenolanditsderivativeswithsodiumethylcarbonate