Ethyl Acetate → Quinoxaline, 2-[(4-bromo-4,4-difluorobutyl)thio]-

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Reaction Steps

A mixture of the product from Step 1 (1 g), 4-bromo-4,4-difluorobutyl methanesulfonate (1.65 g) and potassium carbonate (0.852 g) were stirred together in acetone (30 cm3) at ambient temperature for 7 hours. Inorganic solids were removed by filtration and the filtrate evaporated under reduced pressure to give a brown oil. Chromatography on silica gel using 1:4 ethyl acetate:hexane as eluant gave 2-(4-bromo-4,4-difluorobutylthio)-quinoxaline (1.375 g). M+ =332; 1H NMR: δ 2.19(2H,m); 2.50-2.70(2H,m); 3.43(2H,t); 7.60-7.73(2H,m); 7.93(1H,dd); 8.03(1H,dd); 8.60(1H,s); (oil).

Provenance & Evidence