Journal of Siberian Federal University. Chemistry / Formation of 5-Fluoromethylfurfural from 5-Halomethylfurfurals Catalyzed by Crown Ethers

Full text (.pdf)
Issue
Journal of Siberian Federal University. Chemistry. 2015 8 (1)
Authors
Chernyak, Mikhail Yu.; Tarabanko, Valery E.; Morozov, Andrey A.; Kondrasenko, Alexander A.
Contact information
Chernyak, Mikhail Yu.:Institute of Chemistry and Chemical Technology SB RAS 50/24 Akademgorodok, Krasnoyarsk, 660036, Russia; Tarabanko, Valery E.:Institute of Chemistry and Chemical Technology SB RAS 50/24 Akademgorodok, Krasnoyarsk, 660036, Russia; Siberian Federal University 79 Svobodny, Krasnoyarsk, 660041, Russia; E-mail: ; Morozov, Andrey A.:Institute of Chemistry and Chemical Technology SB RAS 50/24 Akademgorodok, Krasnoyarsk, 660036, Russia; Kondrasenko, Alexander A.:Institute of Chemistry and Chemical Technology SB RAS 50/24 Akademgorodok, Krasnoyarsk, 660036, Russia
Keywords
5-fluoromethylfurfural; 5-bromomethylfurfrural; 5-chloromethylfurfrural; 18-crown-6; dibenzo-24-crown-8
Abstract

5-fluoromethylfurfural has been obtained by interaction of 5-bromo- and 5-chloromethylfurfurals with potassium bifluoride in the presence of dibenzo-24-crown-8 and 18-crown-6 in acetonitrile medium. The yield attains 40–60 mol. %, and the selectivity of 5-bromomethylfurfural conversion is close to 90 %. The NMR and MS spectra are described. The results demonstrate the capability of the KHF2/ crown-ethers system to process biomass-derived feedstock molecules to valuable furan compounds by exchange reactions

Pages
19-24
Paper at repository of SibFU
https://elib.sfu-kras.ru/handle/2311/16782