Introduction of a new synthetic route about 4-Bromo-2-methoxybenzonitrile

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-methoxybenzonitrile, and friends who are interested can also refer to it.

Synthetic Route of 330793-38-9, 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. 330793-38-9 name is 4-Bromo-2-methoxybenzonitrile, 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.

General procedure: To a stirred solution of Ar-X 9 (1.0 mmol) in THF(4.5 ml) was added dropwise a solution of i-PrMgCl in Et2O (2.0 M, 0.53 ml, 1.06 mmol) at ?40 °C under Ar and the resulting mixture was stirred at ?40 °C for 3 h and cooled to ?78 °C. To a stirred solution of dibromodifluoromethane in THF (2.46 M, 0.49 ml, 1.2 mmol) was added dropwise the prepared solution of Ar-MgCl 10 in THF via cannula at ?78 °C and the resulting mixture was gradually warmed to room temperature over 8 h. The reaction was quenched with saturated aqueous NH4Cl (10 ml) and extracted with EtOAc (10 ml x 3). The combined extracts were dried over Na2SO4. Concentration of the solvent in vacuo afforded a residue, which was purified by silica gel column chromatography and recycle GPC to give Ar-CF2Br 11.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-methoxybenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Shiosaki, Masahiro; Inoue, Munenori; Tetrahedron Letters; vol. 55; 50; (2014); p. 6839 – 6843;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts