Reference of 348-57-2,Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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.
To a stirred solution of l-bromo-2,4-difluorobenzene (0.9 mL, 8.01 mmol) in diethyl ether (50 mL) was added dropwise n-BuLi (5 mL , 8.01 mmol; 1.6 M solution) at -78 C under an inert atmosphere. After being stirred for 40 min at -78 ¡ãC, a solution of T (2.1 g, 8.01 mmol) in diethyl ether (50 mL) was added dropwise to the reaction mixture at -78 ¡ãC. Stirring was continued for another 20 min. After completion of the reaction (by TLC), the reaction mixture was quenched with saturated NH4C1 solution and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography (eluent: 15-55percent EtOAc/hexanes) to afford ketone U (2.15 g, 6.24 mmol, 77.9percent). 1H NMR (200 MHz, CDCI3): delta 8.61 (d, J= 1.6 Hz, 1H), 7.96 (dd, J= 8.0, 1.6 Hz, 1H), 7.67-7.62 (m, 1H), 7.48 (d, J= 8.0 Hz, 1H), 6.98-6.67 (m, 2H), 1.98 (d, J F,H = 24.0 Hz, 3H). MS (ESI): m/z 343.9 [M+l] +.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,4-difluorobenzene, its application will become more common.
Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William J.; SCHOTZINGER, Robert J.; RAFFERTY, Stephen W.; WO2013/109998; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary