Synthetic Route of 134227-45-5,Some common heterocyclic compound, 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, molecular formula is C7H2F3N, 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.
(Methylsulfinyl) (methylthio) methane (7.26g, 0.0584 mol) was dissolved in 100 mL of dry THF under argon and was cooled [TO-78C.] Butyllithium in hexane (16 mL 1. 6M, 0.0256 mol) was added dropwise with stirring. The mixture was stirred for 15 min. Meanwhile, a solution of 3,4, 5-trifluorobenzonitrile (4.0 g, 0.025 mmol) in 100 [ML] of dry THF was cooled to-78C under argon and the former solution was added through a cannula to the latter solution over a period of 35 min. After 30 min, the cooling bath was removed and when the reaction had reached room temperature it was poured into 400 mL of water. The THF was evaporated and the remaining aqueous layer was extracted three times with diethyl ether. The combined ether phase was washed with water, dried [(NA2SO4)] and evaporated. Yield: 2.0 g (30%). ‘H NMR (500 MHz, [CDC13)] 8 7.4-7. 25 (m, 2H), 5.01 (s, [1H,] diasteromer), 4.91 (s, [1H,] diasteromer), 2.88 (s, 3H, diasteromer), 2.52 (s, 3H, diasteromer), 2.49 (s, 3H, diasteromer), 2.34 (s, 3H, diasteromer), 1.72 (broad, [1H)]
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4,5-Trifluorobenzonitrile, its application will become more common.
Reference:
Patent; ASTRAZENECA AB; WO2003/101956; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts