New downstream synthetic route of 103755-58-4

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol.

Related Products of 103755-58-4, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, molecular formula is C9H9N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a solution of primary alcohol intermediate 43 (1.7 g, 9.71 mmol) in anhydrous DCM (20 mL) was added PBr3 (7.89 g, 29.13 mmol) at room temperature. The reaction mixture was stirred at room temperature overnight. The reaction mixture was quenched by adding H2O (20 mL) slowly, adjusted the pH to 7-8 with NaHCO3. The organic phase was separated and aqueous layer was extracted with DCM (20 mL × 2). The combined organic layers were dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by silica gel column (PE/EtOAc = 4:1) to afford bromine intermediate 44 (1.11 g, 48%) as a white solid. Mp: 126-130 C, TLC Rf = 0.70 (PE/EtOAc = 2:1); 1H NMR (600 MHz, CDCl3, delta ppm): 8.02 (s, 1H), 7.74-7.72 (m, 2H), 7.56-7.53 (m, 2H), 7.48-7.45 (m, 1H), 4.66 (s, 2H); MS (ESI) m/z calcd for C9H8BrN3 [M +2 + H]+: 240.0, found: 240.2.

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol.

Reference:
Article; Qin, Yinhui; Teng, Yuetai; Ma, Ruixin; Bi, Fangchao; Liu, Zhiyang; Zhang, Panpan; Ma, Shutao; European Journal of Medicinal Chemistry; vol. 180; (2019); p. 321 – 339;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics