An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol | Sciact

An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol Научная публикация

Журнал

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Вых. Данные

Год: 2021, Том: 70, Номер: 5, Страницы: 995-998 Страниц : 4 DOI: 10.1007/s11172-021-3178-3

Авторы

Tretyakov E.V. ¹ , Maksimov A.M. ² , Nikul’shin P.V. ² , Mezhenkova T.V. ²

Организации

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrentreva, 630090, Novosibirsk, Russian Federation

A new method for the preparation of 2,3,4,5-tetrafluorophenol from 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid has been proposed. It included the intramolecular cyclization of the salt of this acid in the presence of K2CO3 with the substitution of the ortho fluorine atom and the formation of a lactone, which under the reaction conditions underwent the ring-opening with the formation of the potassium salt of 2-[6-hydroxy(2,3,4,5-tetrafluorophenyl)-thio]acetic acid. The resulting salt was converted into methyl ester and desulfurized with Raney nickel to 2,3,4,5-tetrafluorophenol. The proposed method is a simple and efficient way to obtain poorly available 2,3,4,5-tetrafluorophenol in ∼58% total yield based on 2-[(2,3,4,5,6-pentafluorophenyl)thio]acetic acid.

Tretyakov E.V. , Maksimov A.M. , Nikul’shin P.V. , Mezhenkova T.V.
An efficient approach to the synthesis of 2,3,4,5-tetrafluorophenol
Russian Chemical Bulletin. 2021. V.70. N5. P.995-998. DOI: 10.1007/s11172-021-3178-3 WOS Scopus OpenAlex

Web of science:	WOS:000657311100026
Scopus:	2-s2.0-85107131420
OpenAlex:	W3168264073

БД	Цитирований
OpenAlex	1
Scopus	1