Chernyaka Andrey A. Morozova , Valery E. Tarabankoa,b *, and Alexander A. Kondrasenkoa aInstitute of Chemistry and Chemical Technology SB RAS 50/24 Akademgorodok, Krasnoyarsk, 660036, Russia b Siberian Federal University 79 Svobodny, Krasnoyarsk, 660041, Russia Received 28.12.2014, received in revised form 16.02.2015, accepted 03.03.2015 5-fl uoromethylfurfural has been obtained by interaction of 5-bromo- and 5-chloromethylfurfurals with potassium bifl uoride 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 results demonstrate the capability of the KHF2 / crown-ethers system to process biomass-derived feedstock molecules to valuable furan compounds by exchange reactions. <...> All rights reserved * Corresponding author E-mail address: veta@icct.ru # 19 # Mikhail Yu. <...> Chernyak, Valery E. Tarabanko… Formation of 5-Fluoromethylfurfural from 5-Halomethylfurfurals… Получение 5-фторметилфурфурола из 5-галогенметилфурфуролов в присутствии краун-эфиров М. <...> Fluoro-derivatives of furan compounds may have biologic activity [1-3], and therefore synthesis of such compounds is of great interest. 5-trifl uoromethylfurfural was synthesised by interaction of furfural with trifl uoroacetic acid and xenon difl uoride [1]. 5-fl uoromethylfurfural (5-FMF) might be commercially available [4], but promising synthetic methods for its production are not described in literature. <...> Low nucleophility of fl uoride ion along with low solubility of 5-halomethylfurfurals (5-HalMF) do not allow to obtain acceptable yield of 5-FMF by ion exchange between silver fl uoride and 5-HalMF in water. <...> The highest yields for this exchange reaction (5–10 mol. %) were observed in the 5-BMF – toluene – silver fl uoride heterogeneous system [6]. <...> In order to increase nucleophilic strength of fl uoride ion in fl uorination reactions, crown ethers as the mass transfer catalysts are widely used [8, 9, 10]. <...> The goal of the present paper is to study a formation of 5-FMF by action of potassium bifl uoride on 5-HalMF in the presence of crown ethers. # 20 # Сибирский федеральный университет Mikhail Yu. <...> Chernyak, Valery E. Tarabanko… Formation of 5-Fluoromethylfurfural from 5-Halomethylfurfurals… pp Experimental 5-BMF and 5-CMF were synthesised according to [10, 11]. <...> Dibenzo-24-crown-8 <...>