Application of 118527-30-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 118527-30-3, name is 2-Bromo-1,3-bis(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
A 50 mL round bottomed flask fitted with a rubber septum was charged with a stir bar, Pd(OAc)2 (74.8 mg, 0.33 mmol, 3 mol %, Johnson Matthey), SPhos (275.1 mg, 0.67 mmol, 6 mol %, Strem), 2-bromo-1,3-bis(trifluoromethyl)benzene (3.25 g, 11.1 mmol, 1.0 equiv, Synquest Laboratories) and K3PO4 (4.71 g, 22.2 mmol, 2.0 equiv, Strem). The flask was evacuated and backfilled with N2 (¡Á3). Toluene (20 mL) and degassed DI H2O (2 mL) were added followed by 2-(((tert-butyldimethylsilyl)oxy)methyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (5.82 g, 16.6 mmol, 1.5 equiv). The rubber septum was quickly replaced with a yellow polyethylene cap and secured with electrical tape. The reaction was heated at 100 C. in an oil bath for 16 h, at which time it was allowed to cool to room temperature and quenched with water (10 mL). The layers were separated and the aqueous layer was extracted with CH2Cl2 (3¡Á10 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated. Purification by flash chromatography on silica (300 mL) eluting with 5% EtOAc/hexanes afforded the title compound in approximately 61% yield with some minor impurities resulting from protodeboronation of the pinacol borane. The product was taken on to subsequent synthetic steps during the course of which, the impurities were removed.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromo-1,3-bis(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; The Board of Trustees of the University of Illinois; White, M. Christina; Gormisky, Paul E.; (58 pag.)US9925528; (2018); B2;,
Bromide – Wikipedia,
bromide – Wiktionary