1-(4-BROMO-2-FLUOROPHENYL)PROPAN-1-ONE

Intermediate 100To a solution of the compound [140-1] obtained in the process (1) (3.78 g) in 1, 4-dioxane (50 mL) was added manganese dioxide (10.6 g) at room temperature, and then the reaction mixture was stirred at 80°C for 16 hours. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the titled compound (1.84 g) as a white solid. A mixture of 3-bromofluorobenzene (5.0 g, 28.57 mmol) and aluminum (III) chloride (11.6 g, 86.99 mmol) was heated under nitrogen until a slurry formed. Propionyl chloride (3.2 g, 34.59 mmol) was added over 15 min and the mixture was heated at 90 °C for 1 h. The reaction was poured onto ice-water (100 mL) and the resulting mixture was extracted with dichloromethane (3 x 50 mL). The combined organic extract was dried over magnesium sulfate, was filtered, was concentrated and was purified by column chromatography (eluted with hexanes:ethyl acetate = 10: 1) to give l-(4-bromo-2-fluorophenyl)propan-l-one as a colorless solid (854 mg, 3.696 mmol, 13percent yield).

Molecular Weight:231.06
XLogP3:2.9
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:229.97426
Monoisotopic Mass:229.97426
Topological Polar Surface Area:17.1
Heavy Atom Count:12
Complexity:172
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes