The origin of a common compound about 1-Bromo-3-methoxypropane

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.

Electric Literature of 36865-41-5, A common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, molecular formula is C4H9BrO, 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.

To a stirred solution of 3-hydroxy-4-methoxybenzaldehyde (40 g,0.17 mol) in MeCN (500 ml) were added 1-bromo-3-methoxypropane (32 g, 0.21 mol) andK2C03 (70 g, 0.51 mol). The mixture was refluxed overnight, cooled to room temperatureand quenched with H20, and extracted with Et0Ac(1 00 ml x 3). The combined organiclayers were washed with brine, dried over Na2S04, and concentrated to give crude 4-methoxy-3-(3-methoxypropoxy)benzaldehyde (50 g, 84% yield) as a white solid. LCMS(ESI) m/z: 225.3 (M + 1t.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
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