450-88-4, These common heterocyclic compound, 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, 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.
A total of 1.64 ml of diisopropylamine was dissolved in 27 ml of tetrahydrofuran, 6.8 ml of a 1.57 M solution of n-butyllithium in hexane was added at -50C under stirring, and the mixture was stirred at -30C for 30 minutes. After cooling to -60C, 2 g of 1-bromo-4-fluoro-2-methoxy-benzene obtained in Production Example II-1-a was added and the mixture was stirred at -60C for 1 hour. Then, 1.55 ml of 3-fluoro-benzaldehyde was added, followed by stirring for 1 hour. Saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with diethyl ether. The resulting organic layer was washed with brine, dried over magnesium sulfate and the solvent was evaporated, to give 2.4 g of the title compound as a yellow-brown oil.1H-NMR ( 400 MHz, CDCl3 ) d 3.52 ( 3H, s ), 3.56 ( 1H, d, J = 10.4 Hz ), 6.16 ( 1H, d, J=11.6Hz ), 6.86 ( 1H, t, J = 8.8 Hz ), 6.92 – 6.99 ( 1H, m ), 7.07 – 7.16 ( 2H, m ), 7.30 ( 1H, td, J = 8.0, 6.0 Hz ), 7.51 ( 1H, dd, J = 8.8, 6.0 Hz )
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 450-88-4.
Reference:
Patent; Eisai Co., Ltd.; EP1380576; (2004); A1;,
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