With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69999-16-2,2,3-Dihydrobenzofuranyl-5-acetic acid,as a common compound, the synthetic route is as follows.
EXAMPLE 6 Obtaining 2-(2,3-dihydrobenzofuran-5-yl)-acetamide [Show Image] 5 ml of DMF and a solution of 45 ml (0.617 moles) of thionyl chloride in 100 ml of acetonitrile were added consecutively to a solution of 100 g (0.560 moles) of (2,3-dihydrobenzofuran-5-yl)-acetic acid in 900 ml of acetonitrile. The reaction mixture was maintained at 45C for 4 hours. Once the reaction was finished, the obtained solution was cooled at 15C and was slowly added during approximately one hour to a mixture consisting of 800 ml of 25% NH3 aqueous solution and 400 ml of acetonitrile cooled at 5C. Once the reaction mixture was added, it was maintained at room temperature for 4 hours. Then 800 ml of water were added and it was stirred for 30 minutes; the obtained phases were separated and the aqueous phase was extracted with 2x 100 ml of acetonitrile. The combined extracts were concentrated under vacuum to a final volume of 500 ml. The obtained suspension was maintained under stirring at 5C for 30 minutes and the solid was isolated by filtration, obtaining 96.5 g (97% yield) of a white solid having the following spectroscopic properties: 1H NMR (400 MHz, DMSO): 3.09 (2H, t, J=8Hz), 3.26 (2H, s), 4.45 (2H, t, J=8Hz), 6.64 (1H, d, J=8Hz), 6.81 (1H, s), 6.93 (1H, d, J=8Hz), 7.09 (1H, s), 7.34 (1H, s) ppm. 13C NMR (100 MHz, DMSO): 29.12 (CH2), 41.69 (CH2), 70.79 (CH2), 108.39 (CH), 125.7 (CH), 127.09 (C), 128.21 (C), 128.33 (CH), 158.30 (C), 172.89 (C) ppm. LRMS (electrospray, positive ion): m/z [M++Na+] 199.8
As the paragraph descriping shows that 69999-16-2 is playing an increasingly important role.
Reference£º
Patent; Ragactives, S.L.; EP2236509; (2010); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem