Category: 17102-63-5

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;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 17102-63-5, 4-Bromo-2-methoxybenzyl alcohol, 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, Computed Properties of C8H9BrO2, blongs to alcohols-buliding-blocks compound. Computed Properties of C8H9BrO2

Step 2:; To the benzyl alcohol prepared in step 1 (0.86 g, 4.0 mmol) in DMF (8 mL) was added CuCN (1.1 g, 12 mmol). The mixture was warmed to 15O°C and stirred for 20 h. The mixture was then cooled to room temperature and EtOAc was added, followed by a saturated NH4CI/NH4OH solution. The mixture was stirred vigorously for 10 minutes and extracted with EtOAc, then the organic layer was dried (MgSO4), filtered, and concentrated in vacuo. Purification by silica gel chromatography provided 4-hydroxymethyl-3-methoxy-benzonitrile (0.38 g, 2.3 mmol).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17102-63-5, 4-Bromo-2-methoxybenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2006/60461; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts