3'-BroMo-5'-(trifluoroMethyl)acetophenone, 97%

To a mixture of toluene (150 mL) and magnesium chloride (3.6 g) were added dimethyl malonate (5.1 mL) and triethylamine (12 mL), followed by stirring at room temperature for 1.5 hours. To the reaction mixture was first added dropwise a mixture of the obtained compound and toluene (50 mL) under stirring, followed by stirring at room temperature for 18 hours. To the reaction mixture was added 6 M hydrochloric acid (50 mL), and then water (300 mL) was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was mixed with dimethylsulfoxide (50 mL) and water (5 mL), followed by stirring at 160C for 1 hour. The reaction mixture was cooled to room temperature, and water (300 mL) was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 1-[3-bromo-5-(trifluoromethyl)phenyl]ethanone (10.0 g) as an oil.To a mixture of compound 2 (25 g, 94 mmol) and TMSCF3 (14.2 g, 100 mmol) in THF (200 mL) was added TBAF (0.25 g, 1 mmol) at 0 C. The mixture was stirred at 0 C for 1 h. The solution was concentrated. Then, MeOH (200 mL) and K.F (10 g) were added, and the mixture was stirred at RT for 3 h. The mixture was concentrated. Ethyl acetate and 10 were added. The organic phase was separated, dried and concentrated to give the product compound 3 (25 g, crude).Compound 1 (30 g, 100 mmol) was dissolved in anhydrous i-Pr20 (300.0 mL) in a dried flask under nitrogen. The reaction mixture was cooled to -78 C and stirred under nitrogen atmosphere. A 2.5 M solution of n-BuLi in hexanes (40 mL, 100 mmol) was added dropwise to the above solution and the reaction mixture was stirred at -78 C for 30 min after complete addition of n-BuLi. N-methoxy-N- methylacetamide (12 g, 120.0 mmol) was added to above reaction mixture, while keeping the reaction mixture below -78 C. After addition of N-methoxy-N- methylacetamide was completed, the reaction mixture was warmed slowly to room temperature for 30 min. The reaction mixture was poured into 40 mL of aqueous NH4CI and the reaction mixture was stirred for 15 min. The organic phase was separated, dried over anhydrous MgSC , filtered and evaporated in vacuo to give compound 2 (25 g, crude)as a pale yellow viscous liquid.

Molecular Weight:267.04
XLogP3:3.2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:265.95541
Monoisotopic Mass:265.95541
Topological Polar Surface Area:17.1
Heavy Atom Count:14
Complexity:227
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes