These common heterocyclic compound, 202865-57-4, name is 1-Bromo-2,5-dichloro-3-fluorobenzene, 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. Formula: C6H2BrCl2F
To a solution of potassium KO’Bu (20.7 g, 185 mmol)) suspended in toluene (270mL) and DMPU (90 mL, 746 mmol) was added methanol (30 mL). The mixture was placed in an oil bath at 80 C under N2 with a reflux condenser for 25 minutes to obtain a solution. The solution was then allowed to cool to room temperature under N2, after which l-bromo-2,5-dichloro-3- fluorobenzene (15 g, 61.5 mmol) was added dropwise to the solution and the resulting suspension was placed in an oil bath at 80 C under N2. After 4 h, the reaction mixture was allowed to cool to room temperature and was then diluted with hexanes (200 mL) and water. The layers were separated and the aqueous layer was extracted with hexanes. The combined organic portions were washed with water, dried (MgS04), filtered and concentrated to afford crude. The crude was purified by silica gel chromatography using 30% EtOAc/pet ether as an eluent to afford l-bromo-2,5-dichloro-3-methoxybenzene (13 g, 81% yield) as off white solid. 1 H NMR (300 MHz, CDCL) d 7.26 (d, J = 2.8 Hz, 1H), 6.87 (d, J = 2.8 Hz, 1H), 3.93 (s, 3H).
The synthetic route of 1-Bromo-2,5-dichloro-3-fluorobenzene has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BANDYOPADHYAY, Anish; CHEUNG, Mui; EIDAM, Hilary Schenck; JOSHI, Hemant; SU, Dai-Shi; (128 pag.)WO2019/149959; (2019); A1;,
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