4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE

• As capping ligand in the synthesis of [Eu(tfa)₃]₂bpm complexes (bpm=2,2′-bipyrimidine).
• As reagent in the multistep synthesis of [¹³CD₂]benzylamine.
• As reagent in the synthesis of 3-trifluoromethyl-2-arylcarbonylquinoxaline 1,4-di-N-oxide derivatives by reacting with corresponding benzofurazan oxides.
• In the efficient syntheses of perfluoroalkyl substituted azoles.
• Synthesis of 2-arylcarbonyl-3-trifluoromethylquinoxaline 1,4-di-N-oxide derivatives.

1192-62-7

383-63-1

326-90-9

GENERAL STEPS: To a 500 mL three-necked flask were added 20.0 g (181.6 mmol) of 2-acetylfuran, 50 mL of tetrahydrofuran (THF) and 24 mL of ethyl trifluoroacetate. The mixed solution was cooled to 0-3 °C in an ice-water bath, and 1.0 M lithium bis(trimethylsilyl)amide (LiHMDS, 200 mL) solution was slowly added dropwise. After the dropwise addition, the reaction system was allowed to warm up to room temperature naturally and stirred overnight. Upon completion of the reaction, THF was removed by concentration under reduced pressure with a rotary evaporator. the residue was transferred to a partition funnel and extracted with a solution of ethyl acetate and 1.0 M hydrochloric acid. The organic phase was separated, washed with saturated saline, dried over anhydrous sodium sulfate and concentrated again under reduced pressure. The final product was 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione as a brown semi-solid in a yield of 32.5 g (yield >100%).