Application of 450-88-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.
Diisopropylamine (9.6 mL, 69 mmol) was dissolved in THF (100 mL) under nitrogen atmosphere. The solution was cooled to -78 C, and n-BuLi (21.6 mL, 2.5M in hexanes) was added over 10 mm. The resulting solution was stirred at -78 C for an additional 20 mm. Then, a solution of 1-bromo-4-fluoro-2-methoxybenzene (10 g, 49 mmol) in THF (20 mL) was added dropwise over 15 mm. The mixture was stirred at -78 C for 1 hour. DMF (4.2 mL, 54 mmol) was added dropwise over 5 mm, and the reaction mixture was stirred at -78 C for another 45 mm. Saturated aqueous NH4Cl (50 mL) was added, and the mixture was allowed to warm to room temperature and then diluted with Et20 (200 mL) and 2N HCl (100 mL). The organic layer was separated, and the aqueous layer was extracted with Et2O (2×50 mL). The combined organics were washed with brine (50 mL), dried (Na2SO4), concentrated in vacuo and purified by column chromatography on silica gel (1:50 EA/PE) to afford the title compound as a yellow solid (9.7 g). 1H NMR (400 MHz, CDCl3): oe 10.35 (s, 1H), 7.77-7.74 (m, 1H), 6.92-6.87 (m, 1H), 3.97 (s, 3H).
The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-fluoro-2-methoxybenzene. I believe this compound will play a more active role in future production and life.
Reference:
Patent; SERAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; GOVEK, Steven, P.; KAHRAMAN, Mehmet; JULIEN, Jackaline, D.; NAGASAWA, Johnny, Y.; DOUGLAS, Karensa, L.; BONNEFOUS, Celine; LAI, Andiliy, G.; WO2013/142266; (2013); A1;,
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