2-BROMO-3-FLUOROBENZALDEHYDE

To a solution of (3-bromo-2-fluoro-phenyl)methanol (2.750 g, 13.413 mmol) in dichloromethane (50 mL) was added manganese dioxide (9.32 g, 107.31 mmol) and the resulting mixture was stirred at 45°C overnight. Once complete, the reaction was filtered through diatomaceous earth and washed with dichloromethane to obtain 3-bromo-2-fluoro-benzaldehyde as a white solid (2.24 g, 83percent). Was added to 1-bromo-2-fluoro-benzene 5.0 g (28.57 mmol) of 2.0 M LDA 18.6 ml (37.14 mmol) at minus 78 was dissolved in 50 ml of tetrahydrofuran solution was stirred for 1 hour. And then added to N, N- dimethylformamide, 3.30 ml (42.86 mmol) and stirred for 10 minutes at minus 78 , which was stirred for 1 hour at room temperature. It was added to 100 ml of water After stirring for 5 minutes and extracted with 100 ml of ethyl acetate. The organic layer was dried over anhydrous sodium sulfate (Na2SO4), and concentrated under reduced pressure, the filtrate was purified by silica gel column chromatography (n-hexane: ethyl acetate, 50: 1, v / v) to give a yield of 73percent of the title compound a yellow solid. to give 4.22 g (20.79 mmol) in .Rf = 0.29 (n-hexane: ethyl acetate, 10: 1, v / v)2, 2, 6, 6-Tetramethylpiperidine (30 g, 212 mmol) and 150 ml of anhydrous THF are introduced into a 500 ml three-necked flask. The medium is cooled to 0 °C under argon and a 1 .6M solution of n-butyllithium in hexane (131 ml, 210 mmol) is added dropwise. After stirring at 0 °C for 30 min, the medium is coded to -78 °C and a solution of 1 -bromo- 2-fluorobenzene (35 g, 200 mmol) in 150 ml of THF is added dropwise. After stirring at - 78°C for 1 hour, 32 ml of anhydrous DMF (412 mmol)are added. The medium is stirred at -78°C for 30 min. It is run on to a saturated aqueous ammonium chloride solution (300 ml) and extracted with 3 x 200 ml of ether. The organic phases are washed with a saturated aqueous sodium chloride solution and dried over MgS0

Molecular Weight:203.01
XLogP3:2.2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:201.94296
Monoisotopic Mass:201.94296
Topological Polar Surface Area:17.1
Heavy Atom Count:10
Complexity:129
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes