872-32-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.872-32-2,2-Methyl-1-pyrroline,as a common compound, the synthetic route is as follows.
General procedure: To a stirred suspension of urea hydrogen peroxide (UHP) (1.411 g, 15 mmol) in MeOH (10 mL), methyltrioxorhenium (MTO) (6.2 mg, 0.5 molpercent) was added. Within 15 min the yellow color appeared, the reaction mixture was cooled in an ice bath at -2 ¡ãC and the imine 7 or amine 8, 9 (5 mmol) was then added dropwise via syringe over 30 min. After completion of the addition, the reaction was warmed up to 20 ¡ãC. Another three portions of MTO (6.2 mg, 0.5 molpercent) were added at 30 min intervals. After each addition, the reaction mixture developed a yellow color, which then disappeared. The resulting solution was stirred at 20 ¡ãC until disappearance of the starting material (TLC control). After removal of the solvent under reduced pressure, the residue was diluted with CH2Cl2 and the undissolved urea filtered off. Removal of the solvent afforded the crude product, which was purified by flash column chromatography on neutral alumina. The product was found to be unstable, but it could be stored for several days at -30 ¡ãC under Ar atmosphere. 2-Methyl-1-pyrroline N-oxide (2b). Yield: 0.43 g, 87 percent. CH2Cl2-MeOH 200:1. 1H NMR (600 MHz, CDCl3, 298K): delta = 3.96 (m, 2H, N-CH2), 2.69 (m, 2H, CH2), 2.06 (m, 2H, CH2), 1.99 (s, 3H, CH3). 13C NMR (151 MHz, CDCl3, 298K): delta = 144.8 (C=N), 62.0 (N-CH2), 33.0 (CH2), 16.6 (CH2), 12.6 (CH3).
872-32-2 2-Methyl-1-pyrroline 70103, apyrrolines compound, is more and more widely used in various fields.
Reference£º
Article; Zhu, De-Ping; Xu, Bao-Hua; Du, Yi-Ran; Zhang, Suo-Jiang; Tetrahedron; vol. 74; 18; (2018); p. 2230 – 2238;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem