With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.766-36-9,3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one,as a common compound, the synthetic route is as follows.
766-36-9, In a 500 mL round bottom flask, diethyl pyrrole aldehyde 5 (2.53 g, 9.04 mmol) and 3-ethyl-4-methyl-1H-pyrrol-2-one (1.12 g, 9.04 mmol) were dissolved in 4 M KOH (100 mL) and methanol (25 mL). The reaction mixture was heated at reflux for 4 h, then stirred overnight at room temperature. The solution was chilled in an ice bath and acidified with HCl (conc.) until red on pH paper. The resulting precipitate was collected by vacuum filtration, washed with water, and dried. The crude product was recrystallized from methylene chloride and hexanes to afford pure product (2.71 g, 7.54 mmol, 83percent). Mp 213?216 ¡ãC; 1H NMR (400 MHz, CDCl3, 30 ¡ãC): delta (ppm) 14.40 (s, 1H), 11.76 (s, 1H), 10.19 (s, 1H), 5.98 (s, 1H), 3.63 (q, J=6.9 Hz, 2H), 3.26 (q, J=6.9 Hz, 2H), 2.39 (q, J=7.5 Hz, 5H), 2.08 (s, 1H), 1.29 (t, J=7.5 Hz, 3H), 1.13 (t, J=7.8 Hz, 3H), 1.06 (t, J=6.9 Hz, 3H); 13C NMR (100 MHz, CDCl3, 30 ¡ãC): delta (ppm) 175.8, 166.0, 142.3, 134.7, 133.1, 127.9, 127.1, 123.4, 98.5, 43.1, 39.0, 16.7, 14.3, 13.2, 13.1, 11.5, 9.52; IR (KBr) (cm?1): 1129.3, 1178.8, 1278, 1506, 1654.8, 1724.2, 2879.5, 2939, 2963.8, 3063, 3097.6, 3236.5, 3500; MS (EI+) 243, 269, 287, 315, 359 m/z; HRMS (ESI+) C19H25N3O4 calcd: 359.1845 amu; found: 359.1854 amu.
766-36-9 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one 854146, apyrrolines compound, is more and more widely used in various.
Reference£º
Article; Jarvis, Tia; Saint-Louis, Carl Jacky; Fisch, Alexander R.; Barnes, Korry L.; Dean, Dolan; Flores, Luis A.; Hunt, Thomas F.; Munro, Lyndsay; Simmons, Tyler J.; Catalano, Vincent J.; Zhu, Lei; Schrock, Alan K.; Huggins, Michael T.; Tetrahedron; vol. 74; 14; (2018); p. 1698 – 1704;,
Pyrroline – Wikipedia
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