Extracurricular laboratory: Synthetic route of 6966-10-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6966-10-5, (3,4-Dimethylphenyl)methanol, and friends who are interested can also refer to it.

Reference of 6966-10-5, 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. 6966-10-5, name is (3,4-Dimethylphenyl)methanol. A new synthetic method of this compound is introduced below.

Example 39; 3′,4′-Dimethvlphenylmethyl 2-cvanopvrazolidine-1 -carboxylate (39)3′,4′-Dimethylphenylmethyl chloroformate was prepared by dissolving 3,4-dimethylbenzyl alcohol (94.0 mg, 0.69 mmol) was in 3 ml_ dichloromethane followed by diisopropylethylamine (145 uL, 0.83 mmol). 20% Phosgene in toluene (473 uL, 0.83 mmol) was added dropwise and the reaction mixture was allowed to stir at room temperature for 2 hours.4 was prepared according to Example 4. To this was added the 4′-acetylaminophenyl chloroformate in one portion and the reaction mixture was stirred overnight at room temperature. After removal of solvent by rotary evaporation, the title compound was purified by silica gel chromatography (CombiFlash, 20% ethyl acetate in hexanes to 100% ethyl acetate over 10 minutes.) The appropriate fractions were collected, combined and evaporated to dryness to yield 39 (57.0 mg, 31.9%), ESMS 260.4 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6966-10-5, (3,4-Dimethylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/94003; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts