Extracurricular laboratory: Synthetic route of 20249-16-5

The synthetic route of 20249-16-5 has been constantly updated, and we look forward to future research findings.

Related Products of 20249-16-5,Some common heterocyclic compound, 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, molecular formula is C5H5NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

After cooling a solution of 3-oxocyclobutanecarbonitrile (32 g, 336 mmol) in methanol (330 mL) to 0 C.,NaBH4 (6.37 g, 168 mmol) was added in small portions. The mixture was stirred at 0 C. for 1 hour.The reaction mixture was quenched with saturated aqueous NaHCO 3 and extracted with ethyl acetate (800 mL).The organic layer was dried over Na2SO4, filtered,Concentrated. This procedure was repeated two more times on the same scale, combined for purification by silica gel chromatography, eluting with 10: 1 to 1: 1 petroleum ether: ethyl acetate to yield the product (30.3 g, 296 mmol, yield). 70%).

The synthetic route of 20249-16-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbvie Incorporated; Argiriadi, Maria A.; Breinlinger, Eric C.; Chien, Ellen Yulin Tsai; Cowart, Marlon D.; Frank, Kristine E.; Friedman, Michael M.; Hardy, David J.; Herold, J. Martin; Liu, Huaqing; Chu, Wei; Scanio, Marc J.; Schrimpf, Michael R.; Vargo, Thomas R.; Van Epps, Stacy A.; Webster, Matthew P.; Little, Andrew J.; Dunstan, Teresa A.; Katcher, Matthew H.; Schedler, David A.; (232 pag.)JP6557436; (2019); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts