At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3-(trifluoromethyl)benzonitrile, and friends who are interested can also refer to it.
Application of 1735-53-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1735-53-1 name is 4-Bromo-3-(trifluoromethyl)benzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
The reaction was split into 4, using a quarter of the reagents in each: to a mixture of 4-bromo-3-(trifluoromethyl)benzonitrile (4 g, 16.00 mmol), phenylboronic acid (3.90 g, 32.0 mmol) and potassium carbonate (6.63 g, 48.0 mmol) in lambda/,lambda/-dimethylformamide (DMF) (64 ml) was added palladium tetrakistriphenylphosphine(O) (1.849 g, 1.600 mmol). Each reaction was heated in the microwave at 150 0C for 30 min. The combined reaction mixtures were filtered through celite, washed with ethyl acetate and the solvent removed in vacuo. The residue was partitioned between ethyl acetate (100 ml.) and water (100 ml.) and the organic phase washed with sodium bicarbonate solution (100 ml_). The organic phase was dried (MgSO4), filtered and the solvent removed in vacuo. The brown oil was triturated with dichloromethane and filtered to give a pale yellow solid, 2-(trifluoromethyl)-4-biphenylcarboxamide (2.47 g) which was used without further purification. To 2-(trifluoromethyl)-4- biphenylcarboxamide (2 g, 7.54 mmol) in ethanol (80 ml) was added potassium hydroxide (4.23 g, 75 mmol) and water and the mixture heated to 90 0C for 18 h. The reaction mixture was concentrated in vacuo and the residue partitioned between dichloromethane (100 ml.) and 2M HCI (100 ml_). The organic phase was isolated and dried (phase separator) and the solvent removed in vacuo to give the crude product. Purification using the Biotage Horizon, reverse phase cartridge, eluting 5- 100 % MeCN in water gave as an off-white solid the title compound (960 mg). MS (ES): C14H9F3O2 requires 266; found 265 (M-H+).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3-(trifluoromethyl)benzonitrile, and friends who are interested can also refer to it.
Reference:
Patent; GLAXO GROUP LIMITED; WO2008/128951; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts