4-Bromo-2-(trifluoromethoxy)benzaldehyde

light yellow liquid

Step 1 : 4-bromo-2-r(trifluoromethyl)oxylbenzaldehvde:; 5-bromo-2-iodophenyl trifluoromethyl ether (500 mg, 1.37 mmol) was dissolved in 10 ml_ of anhydrous THF and cooled to -70 Step 1 : 4-bromo-2-r(trifluoromethyl)oxylbenzaldehvde:; 5-bromo-2-iodophenyl trifluoromethyl ether (500 mg, 1.37 mmol) was dissolved in 10 mL of anhydrous THF and cooled to -70 Step 1 : 4-bromo-2-r(trifluoromethyl)oxylbenzaldehvde:; 5-bromo-2-iodophenyl trifluoromethyl ether (500 mg, 1.37 mmol) was dissolved in 10 ml_ of anhydrous THF and cooled to -70 °C. Then, n-butyllithium (0.55 ml_ of a 2.5 M solution, 1 .37 mmol) was added dropwise over the course of 30 minutes. DMF (0.19 ml_, 2.74 mmol) was added and the reaction was stirred for 30 minutes at -70 5-Bromo-2-iodophenyltrifluoromethyl ether (500 mg, 1.37 mmol) was dissolved in 10 mL of anhydrous THF and cooled to -70 °C. n-Butyllithium (0.55 mL of a 2.5 M solution, 1.37 mmol) was added dropwise over the course of 30 minutes. DMF (0.19 mL, 2.74 mmol) was added, the reaction was stirred for 30 minutes at -70 °C, then allowed to warm to 0 °C, and stirred for an additional three hours. The reaction was quenched with 5 mL of saturated ammonium chloride solution and extracted with ethyl acetate.The organic layer was washed with water, dried over magnesium sulfate, filtered, and concentrated to provide 4-bromo-2-[(trifluoromethyl)oxy]benzaldehyde (100 mg, 0.37 mmol, 27 percent) as a yellow solid. 20.00 g (54.51 mmol) of 4-bromo-2-(trifluoromethoxy)iodobenzene are dissolved in 200 ml of THF and cooled to -78° C. Then 26.16 ml (65.41 mmol) of a 2.5 M solution of n-butyllithium in hexane are added dropwise. a): n-butyllithium, THF, -78° C., then N-formylmorpholine; b): zinc cyanide, tetrakis(triphenylphosphine)palladium(0), DMF, microwave 250° C./5 min; Example 8A 4-bromo-2-(trifluoromethoxy)iodobenzene 20.00 g (54.51 mmol) of dissolving the THF 200 ml, the cooled to -78 ° C. Furthermore, 2.5 M 26.16 ml (65.41 mmol) solution of n-butyl lithium in hexane for blended section. 30 minutes obtain a lead line having a mixture, N-formylmorpholine 14.43 g (125.37 mmol) added metering. After confirming the receivable channel been fully converting (TLC can be) in the, -78 ° C it does per minute, performed for all the available using epoxypropanol. Followed by heating at room temperature, water are added, dichloro methane at extracted times 2. Access level 1 plus unencoded sections and washing sodium chloride solution saturation of at organic, and dried by sodium sulfate, solvent the distillation under reduced pressure. Residue column chromatography (silica gel, bed: cyclohexane/ethyl acetate 5:1) was purified by. Title compound (78percent of its theoretical) of 11.43 g are obtained.Step F:

Molecular Weight:269.01
XLogP3:3.3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:267.93468
Monoisotopic Mass:267.93468
Topological Polar Surface Area:26.3
Heavy Atom Count:14
Complexity:207
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes