5-BroMo-7-fluoro-1-indanone

395639-63-1

1242157-14-7

General procedure for the synthesis of 5-bromo-7-fluoro-1-indanone from 1-(2-fluoro-4-bromophenyl)-3-chloro-1-propanone: to a mixture of AlCl3 (37.5 g, 282.48 mmol) and NaCl (11 g, 188.32 mmol) was added 1-(4-bromo-2-fluorophenyl)-3-chloro-1-propanone (5 g, 18.83 mmol) and the reaction temperature was maintained at 130 °C. Subsequently, the reaction temperature was slowly increased to 180 °C and maintained for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature, poured into ice water and extracted twice with ethyl acetate (2 x 100 mL). The organic phases were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (eluent: 5-10% ethyl acetate/hexane) to give 2.4 g (55% yield) of 5-bromo-7-fluoro-1-indanone as a brown solid. Mass spectrum (MS): m/z 229.2 ([MH]+, IBr).