2-(1-oxidopyridin-1-ium-2-yl)ethanol synthesis

Yield:64364-85-8 99%

Reaction Conditions:

with dihydrogen peroxide in methanol at 60; for 0.3 h;Flow reactor;Schlenk technique;Green chemistry;

Steps:

N-Oxidation of 3-Methylpyridine; Typical Procedures

General procedure: Continuous flow process: TS-1 catalyst (955 mg) was prepared to 40- 60 mesh of particle, which was filled in a packed-bed microreactor. A liquid phase plunger pump was then connected to the column, and the parameters were set with a 0.6 mL/min flow rate. The reaction mixture of 3-methylpyridine (1a; 0.25 mol/L) and H₂O₂ (0.275 mol/L) with CH₃OH as the solvent was prepared, which connected with the plunger pump. Then the micro stainless steel column was put into a 60 °C water bath, and the pump was started. After a few minutes, 2.0 mL of the reaction mixture was collected. Next, CH₃OH in the solution was removed by vacuum rotary evaporation, and the residue was purified by flash column chromatography (silica gel) to give the desired product 2a and unreacted 1a. Another 2.0 mL of the reaction mixture was measured for the calculation method for X_H2O2 and U_H2O2 by KMnO₄ titration method.

References:

Chen, Siyuan;Yang, Shanxiu;Wang, Hao;Niu, Yanning;Zhang, Zhang;Qian, Bo [Synthesis,2022,vol. 54,# 18,p. 3999 - 4004] Location in patent:supporting information