Synthetic Route of 19853-10-2, 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. 19853-10-2 name is 2-([1,1′-Biphenyl]-2-yl)acetonitrile, 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.
A 1M solution of hydroxylamine hydrochloride in MeOH (15 ml) and 1M KOH solution in MeOH (15 ml) was combined at 0 C. After 10 minutes, the salt was removed by filtration and the filtrate was directly added to a flask containing 2-(biphenyl-2-yl)acetonitrile (0.50 g, 2.58 mmol) and was heated at 60 C. overnight. The cooled mixture was evaporated to dryness under reduced pressure and the residue was dissolve in EtOAc, washed with water, and brine, dried (MgSO4) and evaporated to dryness. The residue was dissolved in chloroform (10 ml) and treated with dimethyl but-2-ynedioate (0.403 g, 2.84 mmol). The mixture was stirred at 60 C. for 1 h and then evaporated to dryness. The residue was diluted with xylenes (10 ml) and heated at 130 C. for 90 min. The cooled filtrate was filtered, triturated with EtOAc and dried under vacuum to give the title product as an off-white solid (0.161 g; 18%). LCMS: m/z=337 (MH+).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-([1,1′-Biphenyl]-2-yl)acetonitrile, and friends who are interested can also refer to it.
Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; F. HOFFMANN-LA ROCHE AG; BUSCHMANN, Helmut; WOLKERSTORFER, Andrea; SZOLAR, Oliver; HANDLER, Norbert; CUSACK, Stephen; SMITH, Mark; SO, Sung-Sau; US2014/38990; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts