These common heterocyclic compound, 17823-40-4, name is 4-Bromo-2,3,5,6-tetrafluorobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. category: nitriles-buliding-blocks
A mixture of 4-bromo-2,3,5,6-tetrafluorobenzonitrile (1 .5 g, 5.91 mmol), 3,5-bis(trifluoromethyl)phenylboronic acid (1.90 g, 7.38 mmol), Pd(PPh3)4 (0.341 g, 0.3 mmol) in toluene (70 ml) was degassed for about 1.5 hours with bubbling argon. Vacuum-oven-dried cesium carbonate (3.61 g, 1 1 .07 mmol) was added and the mixture was degassed for an additional 30 minutes and then heated to about 110 C for about about 64 hours. The resulting mixture was worked up with dichloromethane/brine, and the organic phase was collected and dried over MgS04. The crude mixture was purified twice by column chromatography on a silica gelcolumn using eluents of 0% to 3.5% ethyl acetate in hexanes, and then 5% to 30% dichloromethane in hexanes. The clean product fractions were dried by rotaryevaporation to yield Compound 21 (1.15 g, 51 % yield) as a clear crystalline solid.
The synthetic route of 4-Bromo-2,3,5,6-tetrafluorobenzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NITTO DENKO CORPORATION; ZHENG, SHIJUN; BASIAGO, ADAM; (86 pag.)JP2016/526025; (2016); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts