kaz44Вестник Университета Шакарима. Серия технические наукиBulletin of Shakarim University. Technical Sciences2788-79953006-0524«Шәкәрім университеті» КеАҚ10.53360/2788-7995-2024-1(13)-47kaz44-792Research ArticleХИМИЧЕСКАЯ ТЕХНОЛОГИЯ (ОРИГИНАЛЬНАЯ СТАТЬЯ)CHEMICAL TECHNOLOGY (ORIGINAL ARTICLE)КАРБОКСИЛИРОВАНИЕ ГИДРОКСИАРЕНОВ КАЛИЕВЫМИ СОЛЯМИ АЛКИЛУГОЛЬНЫХ КИСЛОТCARBOXYLATION OF HYDROXYARENES WITH POTASSIUM SALTS OF ALKYLCARBONIC ACIDhttps://orcid.org/0000-0002-4641-6779КудайбергеновН. Ж.KudaibergenovN. Zh.

Нурболат Жарылкасынович Кудайбергенов – PhD, старший преподаватель кафедры физической химии, катализа и нефтехимии факультета химии и химической технологии 

050040, Республика Казахстан, г. Алматы, пр. аль-Фараби, 71 

Nurbolat Kudaibergenov – PhD, senior lecturer, department of physical chemistry, catalysis and petrochemistry, faculty of chemistry and chemical technology 

 050040, Republic of Kazakhstan, Almaty, Al-Farabi Ave., 71 

nuka1991@mail.ruhttps://orcid.org/0000-0002-9829-3117КанапиеваФ. М.KanapiyevaF. M.

Фатима Мухидиновна Канапиева – кандидат химических наук, и.о. доцента кафедры физической химии, катализа и нефтехимии факультета химии и химической технологии

050040, Республика Казахстан, г. Алматы, пр. аль-Фараби, 71 

Fatima Kanapiyeva – Candidate of Chemical Sciences, acting assistant professor of the Department of Physical Chemistry, Catalysis and Petrochemistry, Faculty of Chemistry and Chemical Technology 

 050040, Republic of Kazakhstan, Almaty, Al-Farabi Ave., 71 

fatima31@mail.ruhttps://orcid.org/0000-0003-2390-0688ЖаксылыковаГ. Ж.ZhaksylykovaG. Zh.

Гулбану Жаксылыковна Жаксылыкова – асс. профессор кафедры физической химии, катализа и нефтехимии факультета химии и химической технологии

 050040, Республика Казахстан, г. Алматы, пр. аль-Фараби, 71 

Gulbanu Zhaksylykova – Associate Professor, Department of physical chemistry, catalysis and petrochemistry, faculty of chemistry and chemical technology 

 050040, Republic of Kazakhstan, Almaty, Al-Farabi Ave., 71 

banu.81@mail.ruhttps://orcid.org/0009-0003-5149-2957АликееваА. Е.AlikeyevaA. E.

Алуа Аликеева – магистрант 2 года обучения кафедры физической химии, катализа и нефтехимии факультета химии и химической технологии

 050040, Республика Казахстан, г. Алматы, пр. аль-Фараби, 71 

Alua Alikeyeva – Master of 2nd year, Department of physical chemistry, catalysis and petrochemistry, faculty of chemistry and chemical technology 

 050040, Republic of Kazakhstan, Almaty, Al-Farabi Ave., 71 

alu.alikeyeva@mail.ruhttps://orcid.org/0009-0004-3571-3622СерикТ.SerikT.

Талгар Серик – магистрант 1 года обучения кафедры физической химии, катализа и нефтехимии факультета химии и химической технологии

050040, Республика Казахстан, г. Алматы, пр. аль-Фараби, 71 

Talgar Serik – Master of 1st year, Department of physical chemistry, catalysis and petrochemistry, faculty of chemistry and chemical technology 

 050040, Republic of Kazakhstan, Almaty, Al-Farabi Ave., 71 

talgarserik0@gmail.ruКазахский Национальный Университет им. аль-ФарабиКазахстанAl-Farabi Kazakh National UniversityKazakhstan20242903202401(13)383393Copyright © Кудайбергенов Н.Ж., Канапиева Ф.М., Жаксылыкова Г.Ж., Аликеева А.Е., Серик Т., 20242024Кудайбергенов Н.Ж., Канапиева Ф.М., Жаксылыкова Г.Ж., Аликеева А.Е., Серик Т.Kudaibergenov N.Z., Kanapiyeva F.M., Zhaksylykova G.Z., Alikeyeva A.E., Serik T.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://tech.vestnik.shakarim.kz/jour/article/view/792

В статье было показано, что калийэтилкарбонат может быть эффективно использован в реакции карбоксилирования фенола и его производных. Определены оптимальные условия реакции для м-крезола: соотношение субстрата и этилкарбоната калия 2:1, температура 180°C, давление 10 атмосфер и время реакции 6 часов. Важно отметить, что карбоксилирование м-крезола происходит избирательно, и в результате образуется 4-метил-2-гидроксибензойная кислота с выходом 90%.Для изучения влияния природы и расположения заместителей в фенильном кольце на выход целевых продуктов, были проведены реакции карбоксилирования различных производных фенола с использованием этилкарбоната калия. В результате исследования были определены оптимальные параметры реакции карбоксилирования для каждого из производных фенола.Это исследование может иметь практическое применение в разработке лабораторных и промышленных методов синтеза ценных гидроксибензойных кислот и их производных. Открыто, что карбоксилирование производных фенола калийэтилкарбонатом происходит через электрофильное замещение ароматического кольца. Самыми активными в этой реакции являются п-крезол (84%), м-крезол (90%), окрезол (80%) и резорцин (73%). Отмечено, что п-хлорфенол (18%), п-бромфенол (48%) и пфторфенол (58%) проявляют менее выраженную активность.

In this article it was demonstrated that potassium ethyl carbonate can be successfully utilized within the phenol and its derivatives carboxylation. The optimal reaction conditions for m-cresol were determined: substrate to potassium ethyl carbonate ratio 2:1, temperature 180°C, pressure 10 atmospheres and reaction time 6 hours. Importantly, the carboxylation of m-cresol is selective and resulted in the obtaining of 4-methyl-2-hydroxybenzoic acid in 90% yield.To study the impact of the nature and location of substituents in the phenyl ring on the yield of the desired products, carboxylation reactions of various phenol derivatives were carried out with the use of potassium ethyl carbonate. As a result of the investigation, the optimal carboxylation reaction parameters for each of the phenol derivatives were determined.This study may have practical applications in the development of laboratory and manufacturing approaches for the synthesizing of valuable hydroxybenzoic acids and their derivatives. It was discovered that carboxylation of phenol derivatives by potassium ethyl carbonate occurs via electrophilic substitution of the aromatic ring. The most active in this reaction are p-cresol (84%), mcresol (90%), o-cresol (80%) and resorcinol (73%). It was observed that p-chlorophenol (18%), pbromophenol (48%) and p-fluorophenol (58%) showed less pronounced activity.

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The authors declare that there are no conflicts of interest present.