Electric Literature of 57418-97-0, 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. 57418-97-0 name is 4-Bromo-3-chlorobenzonitrile, 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.
3-chloro-4-bromobenzonitrile (300 mg, 1.39 mmol, 1.0 equiv), o-tolylboronic acid(189 mg, 1.39 mmol, 1.0 equiv), Pd(PPh3)4 (80 mg, 0.07 mmol, 0.05 equiv) and K2CO3 (383 mg, 2.77 mmol, 2.0 equiv) were weighed into a microwave tube and solvated with DME (3.0 mL) and H2O (1.0 mL). The reaction mixture was degassed by bubbling nitrogen through the solution for 5 minutes and then heated to 100 C under microwave irradiation for 2 hours. The reaction was allowed to cool to room temperature, filtered through celite washing with Et2O and the solvent removed under reduced pressure. The residue was dissolved in CH2Cl2/H2O and extracted three times with CH2Cl2. The combined organic extracts were washed with a saturated aqueous solution of NaCl, dried over MgSO4, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography (silica gel, 1:9 EtOAc:pet ether) to provide the title compound as a clear oil (300 mg, 1.32 mmol, 95%):
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3-chlorobenzonitrile, and friends who are interested can also refer to it.
Reference:
Article; Brear, Paul; North, Andrew; Iegre, Jessica; Hadje Georgiou, Kathy; Lubin, Alexandra; Carro, Laura; Green, William; Sore, Hannah F.; Hyvoenen, Marko; Spring, David R.; Bioorganic and Medicinal Chemistry; vol. 26; 11; (2018); p. 3016 – 3020;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts