Application of 2338-75-2,Some common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, molecular formula is C9H6F3N, 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.
A mixture of [3-(trifluoromethyl)phenyl]acetonitrile (20.0 g, 108 mmol), O,O-diethyl dithiophosphate (18.2 mL, 119 mmol) and 4M hydrogen chloride-dioxane solution (216 mL, 864 mmol) was stirred at room temperature for 18 hr. To the reaction mixture was added water (200 mL), and the mixture was extracted with ethyl acetate (200 mL). The organic layer was washed successively with water (100 mL), 0.2M aqueous sodium hydroxide solution (100 mL) and saturated brine (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was treated with hexane (200 mL) in an ice bath to allow solidification. The solid was collected by filtration and washed with hexane to give the title compound (21.3 g) as a white solid (yield 90%). 1H NMR (400 MHz, CDCl3) delta 4.17 (2H, s), 6.61 (1H, brs), 7.46 (2H, d, J = 6.8 Hz), 7.52 (1H, brs), 7.67 (2H, d, J = 7.2 Hz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Trifluoromethyl)phenylacetonitrile, its application will become more common.
Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2530078; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts