Research on new synthetic routes about 1-Bromo-3,5-dimethoxybenzene

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Adding a certain compound to certain chemical reactions, such as: 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 20469-65-2, Recommanded Product: 20469-65-2

(1a) 3-Bromo-5-methoxyphenol Commercially available 1-bromo-3,5-dimethoxybenzene (18.74 g, 86.3 mmol) was dissolved in 1-methyl-2-pyrrolidone (100 mL), and sodium thiomethoxide (6.74 g, 96.2 mmol) was added, followed by stirring at 100C for 3 hours under nitrogen atmosphere. The reaction solution was cooled to room temperature, 1N hydrochloric acid (200 mL) was added, and extraction was carried out with diethyl ether (500 mL). The organic layer was washed with saturated brine, and subsequently dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=20%-25%) to afford the desired compound (15.03 g, yield 86%) as a white solid. 1H-NMR (CDCl3, 400 MHz): delta 3.77 (3H, s), 4.82 (1H, s), 6.33 (1H, t, J=2.4 Hz), 6.61 (1H, t, J=2.0 Hz), 6.66 (1H, t, J=2.0 Hz).

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