Extracurricular laboratory: Synthetic route of

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.16700-55-3, name is (2,6-Dimethoxyphenyl)methanol, molecular formula is C9H12O3, molecular weight is 168.1898, as common compound, the synthetic route is as follows.Computed Properties of C9H12O3

Step A: Preparation of Ethyl 2-(3-(2,6-Dimethoxybenzyloxy)phenyl)acetate:; A solution of 2,6-Dimethoxylbenzyl alcohol (3.33 g, 19.8 mmol) and diisopropyl azodicarboxylate (DIAD, 4.36 g, 21.6 mmol) in THF (30 ml) was added drop wise to a solution of Ethyl 2-(3-hydroxyphenyl)acetate (4 g, 22.2 mmol) and triphenylphosphine (5.66g, 21.6 mmol) in THF (80 ml). The reaction mixture was stirred at room temperature for 8 hours, diluted with ether and washed with water and brine. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 4:1) to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16700-55-3, (2,6-Dimethoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; WELLSTAT THERAPEUTICS CORPORATION; WO2009/151695; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts