Description
3,5-Dibromoacetophenone is a halogenated acetophenone compound containing bromine functional groups at positions 3 and 5. It can be used with halogenated metal salts as raw materials to prepare a polyhalogenated thiazolinone compound.
Synthesis
General procedure for the synthesis of 3,5-dibromoacetophenone: To a round-bottomed flask containing 1,3,5-tribromobenzene (6.3 g, 20 mmol) and anhydrous ethyl ether (150 mL) under nitrogen protection, a n-butyllithium solution (12.5 mL, 20 mmol) was slowly added at -78 °C and stirred for 2 h at this temperature. Subsequently, a solution of N,N-dimethylacetamide (1.92 g, 22 mmol) in anhydrous ether (15 mL) was added dropwise. The reaction mixture was slowly warmed from -78°C to room temperature and stirring was continued for 20 hours. Upon completion of the reaction, extraction was carried out with ether and the solvent was removed by distillation after combining the organic phases. The product was purified by column chromatography and recrystallization to give 3,5-dibromoacetophenone in 41% yield.
