Synthesis
General procedure for the synthesis of 2,2,2-trifluoro-1-(furan-2-yl)ethanone from 2,2,2-trifluoro-1-(furan-2-yl)ethanol: Dess-Martin oxidizer (10 g) and 1 drop of water were added to a dichloromethane (CH2Cl2) solution of the above mentioned alcohol (2.6 g) in batches at room temperature. The reaction mixture was stirred at room temperature for 3 h. Then 10% aqueous sodium thiosulfate (Na2S2O3) solution (60 mL) was added and stirring was continued overnight. After completion of the reaction, the solid was removed by filtration and the filtrate was extracted with dichloromethane (CH2Cl2). The organic layer was washed with saturated sodium bicarbonate (NaHCO3) solution, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated in vacuum. To the residue was added a solvent mixture of ether/hexane (1:2, 30 mL), filtered, and the filtrate was concentrated in vacuum to afford the target product 2,2,2-trifluoro-1-(furan-2-yl)ethanone (2 g, 78% yield).
References
[1] Patent: WO2004/33440, 2004, A1. Location in patent: Page 182-183
[2] Patent: US2004/147559, 2004, A1. Location in patent: Page 89; 90
[3] Patent: US2004/106794, 2004, A1. Location in patent: Page 92
[4] Patent: WO2005/66147, 2005, A1. Location in patent: Page/Page column 154-155
[5] Patent: WO2005/68460, 2005, A1. Location in patent: Page/Page column 157-158
