Simple exploration of 4-Bromo-2-methoxybenzyl alcohol

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17102-63-5, its application will become more common.

Application of 17102-63-5, 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. 17102-63-5, name is 4-Bromo-2-methoxybenzyl alcohol. A new synthetic method of this compound is introduced below.

A solution of anhydrous DMSO (5.1mL, 73mmol, 3.0equiv) in anhydrous dichloromethane (50mL) was cooled to ?78°C in a dry ice/i-PrOH bath. Oxalyl chloride (6.4mL, 73mmol, 3.0equiv) was added dropwise over 45min. The mixture was stirred for 15min and a solution of 4-bromo-2-methoxybenzyl alcohol (30b; 5.30g, 24mmol) in dichloromethane (10mL) was added dropwise. The resulting mixture was stirred for 30min at ?78°C. Triethylamine (12.4g, 120mmol, 5.0equiv) was then added, and the mixture was allowed to warm to rt over 16h. The mixture was quenched with water (100mL) and extracted with chloroform (3×200mL). The combined organic extracts were washed with water (1×150mL), brine (1×150mL), dried (MgSO4), filtered, and evaporated to yield the crude product as dark residue. The residue was purified by flash chromatography using chloroform to obtain an off-white solid that was recrystallized from hexanes to yield 3.73g (71percent) of the product as a white solid: Rf 0.18 (5percent EtOAc/hexane); mp 65?67°C; 1H NMR (CDCl3) delta 10.39 (s, 1H), 7.68 (d, 1H), 7.2?7.16 (m, 2H), 3.94 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17102-63-5, its application will become more common.

Reference:
Article; Williams, John D.; Khan, Atiyya R.; Cardinale, Steven C.; Butler, Michelle M.; Bowlin, Terry L.; Peet, Norton P.; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 419 – 434;,
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