Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 200190-87-0, name is 1-Bromo-4-chloro-2-fluoro-5-methylbenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-4-chloro-2-fluoro-5-methylbenzene
(2) Ether solution (45mmol) containing the compound prepared by the method of the Reference Example 9 (1) (3.15g, 14mmol) was stirred at -78?C, followed by dropwise addition of n-butyl lithium (1.6M in hexane, 10.2ml, 16mmol) over 10 minutes, and the stirring was continued at the same temperature for 30 minutes. Then, trimethyl borate (1.77g, 17mmol) in ether (8ml) was dropwise added at the same temperature over 10 minutes, and the resulting mixture was stirred for 3 hours at the same temperature. The temperature of the mixture was gradually increased to the room temperature by standing overnight. 1N hydrochloric acid (50ml) was added with ice cooling and the mixture was stirred at room temperature for 1 hour. The ether layer was separated, and the aqueous layer was extracted with ether. The ether layers were combined, washed with brine, dried and concentrated by evaporation of the solvent. A small amount of petroleum ether was added to the residue, followed by filtration of deposited crystals. The crystals were dried to obtain 4-chloro-2-fluoro-5-methylphenylboronic acid (2.94g). m.p.250-253?C 1H-NMR(DMSO-d6) delta 2.29(3H, s), 7.23(1H, d, J=8.8Hz), 7.50(1H, d, J=6.6Hz), 8.23(2H, br s) 19F-NMR(DMSO-d6) delta -106.1 IR(Nujol) 3360, 1608, 1568, 1235, 1132, 1045, 944, 795 cm-1
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Sumitomo Chemical Takeda Agro Company, Limited; EP1333029; (2003); A1;,
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