Analyzing the synthesis route of 16874-33-2

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Preparation c-128 Tetrahydro-furan-2-carboxylic acid amide To a solution of tetrahydro-furan-2-carboxylic acid (2.42 g, 20.82 mmol) in anhydrous tetrahydrofuran (120 mL), under an atmosphere of nitrogen at 0 C., was added triethylamine (8.5 mL, 61.23 mmol) and ethyl chloroformate (2.4 mL, 25.10 mmol). White precipitation formed after the addition of ethyl chloroformate and the resulting mixture stirred for 45 minutes at 0 C. Ammonia gas was bubbled into the solution for 2 hours and the gas source removed. The reaction mixture was then allowed to warm to ambient temperature and stirred for 16 hours. The solution was adjusted to pH 1 by addition of 1 N hydrochloric acid, and then extracted with ethyl acetate (3*50 mL). The combined organic extracts were dried (anhydrous magnesium sulfate), filtered, and concentrated in vacuo to give the crude product. The residue was purified by flash column chromatography (hexanes to 10% ethyl acetate/hexanes) to afford the title compound (0.97 g, 41%) as a white solid. LRMS (m/z): 116 (M+H)+. 1H NMR (CDCl3, 300 MHz): 4.35 (1H, dd, J=8.5, 5.8 Hz), 3.92 (2H, m), 2.18 (2H, m), 1.90 (2H, m).

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc; US2005/187266; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem