7787-71-5

121-89-1

127413-59-6

Example 15: In an ice-water cooled three-necked flask equipped with a magnetic stirrer and condenser, a mixture consisting of 2.5 mL (0.05 mol) of bromine trifluoride and 3.2 mL (0.056 mol) of bromine was vigorously stirred. To the suspension in this flask was added 36 g (0.2 mol) of 3-nitroacetophenone dissolved in 80 mL of Freon 113. The above mixture was added dropwise while maintaining vigorous stirring at a temperature of 20°C. Upon completion of the reaction, the crude reaction mixture was poured into stirred ice and treated with 5% sodium sulfite solution. The organic layer was separated and the aqueous layer was extracted twice with 100 mL of dichloromethane. The organic layers were combined and washed sequentially with 5% sodium bicarbonate solution and water. The organic phase was dried with anhydrous magnesium sulfate and the solvent was evaporated. The residue was removed from unreacted substrate by distillation under reduced pressure and finally recrystallized from toluene. 7.3 g of 3-bromo-5-nitroacetophenone was obtained in 85% yield (calculated based on the reacted substrate).