Extracurricular laboratory: Synthetic route of 5339-85-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5339-85-5, 2-(2-Aminophenyl)ethanol, and friends who are interested can also refer to it.

Reference of 5339-85-5, 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. 5339-85-5, name is 2-(2-Aminophenyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: A test tube (25 mL) wascharged with 2-aminophenethyl alcohol 1? (0.5 mmol, 1 equiv), aldehyde 2?? (0.75mmol, 1.5 equiv), AgOTf (0.025 mmol, 5 mol%), HOTf (0.05 mmol, 10 mol%), and toluene (3 mL) were added. Themixture was stirred at 120 oC in air for 12 hours, thereaction was cooled down to room temperature, the mixture was quenched by sat.aq. NaHCO3, and diluted with 10 mL dichloromethane and washed with10 mL H2O. The aqueous layer was extracted twice withdichloromethane (10 mL) and the combined organic phase was dried over Na2SO4.After evaporation of the solvents, the residue was purified by silica gelchromatography (hexane/AcOEt = 30:1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5339-85-5, 2-(2-Aminophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Xu, Xuefeng; Zhang, Xu; Liu, Wenming; Zhao, Qiang; Wang, Zhiqiang; Yu, Lintao; Shi, Fu; Tetrahedron Letters; vol. 56; 24; (2015); p. 3790 – 3792;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts