Related Products of 393-37-3, A common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, molecular formula is C7H3BrF4, 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.
4-bromo-1-fluoro-2-(trifluoromethyl)benzene (2.00 g, 8.2 mmol) was placed in a 250 ml reaction flask, followed by injecting and evacuating nitrogen gas three times. Next, dehydrated THF (50 ml) was added into the reaction flask, followed by slowly adding 3.62 ml n-butyllithium in hexane solution (9.1 mmol) (2.5M, 9.1 mmol) at -78 C. and stirring at the same temperature for 30 minutes. Thereafter, 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.85 ml, 9.1 mmol) was added into the reaction flask to obtain a mixture, and the temperature of the mixture was raised to room temperature, followed by stirring at room temperature for 12 hours. Next, water was added to terminate the reaction followed by removing THF using a rotary evaporator. Then, dichloromethane and water were added into the mixture for extraction. The dichloromethane layer was collected and added with magnesium sulfate to remove water therein. After water was removed, the dichloromethane layer was filtrated and the filtrate was collected. Next, the dichloromethane layer was concentrated by means of reduced pressure distillation to obtain a colorless oily liquid (1.95 g, 6.7 mmol, 82% yield).The spectrum analysis for the colorless oily liquid is: 1H NMR (400 MHz, CDCl3, 298K), delta(ppm): 8.03 (d, JHF=7.6 Hz, 1H), 7.98?7.90 (m, 1H), 7.16 (t, JHH=9.2 Hz, 1H), 1.35 (s, 12H).
The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Chi, Yun; Hsu, Chien-Wei; Ho, Shu-Te; US2013/18189; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary