Analyzing the synthesis route of 2-(1H-Imidazol-1-yl)ethanol

According to the analysis of related databases, 2-(1H-Imidazol-1-yl)ethanol, the application of this compound in the production field has become more and more popular.

1615-14-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1615-14-1 as follows.

EXAMPLE 50 7-[2-(1H-1-Imidazolyl)ethoxy]-4H-4-chromenone Under N2, a solution of 0.75 g (4.6 mmol) of 7-hydroxy-4H-4-chromenone (J. Med. Chem., 1991;34:248) in 20 mL of THF was treated with 1.21 g (4.6 mmol) of triphenylphosphine and 0.5 g (5.1 mmol) of 2-(1H-1-imidazolyl)-1-ethanol and the solution cooled in ice. This was then treated over 10 minutes with 0.72 mL (4.6 mmol) of diethyl azodicarboxylate, and the solution stirred at room temperature overnight. The solution was diluted with EtOAc, washed twice with H2 O, twice with saturated NaHCO3, and then with saturated NaCl. Drying over MgSO4 and removal of the solvent under reduced pressure gave the crude product. Chromatography on silica gel, eluding with a gradient of CH2 Cl2 to CH2 Cl2 /MeOH (96/4) gave 0.12 g (10% yield) of the product as a pink solid, mp 131-133 C. The structure was confirmed by NMR and mass spectroscopy. MS m/z 257 (M+H+). Calculated for C14 H12 N2 O3 *0.08 CH2 Cl2 (MW 262.76): C, 64.34; H, 4.66; N, 10.66. Found: C, 64.34; H, 4.72; N, 10.66.

According to the analysis of related databases, 2-(1H-Imidazol-1-yl)ethanol, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Warner-Lambert Company; US6133303; (2000); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem