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.
872-32-2, A solution of 5-methyl-3,4-dihydro-2H-pyrrole (83 mg, 1.0 mmol), allyl chloride (114 mg, 1.5 mmol), Pd(AcO)2 (4 mg, 0.02 mmol), PPh3 (21 mg, 0.08 mmol), and Et3N (202 mg, 2.0 mmol) in THF (15 mL) was placed in a 45 mL autoclave. The autoclave was purged, pressurized (400 psi CO) and then heated at 100 ¡ãC, under magnetic stirring, for 4 h. After this time, the solution was cooled to room temperature and the solvent was removed under reduced pressure to give a crude material. The crude mixture was then purified by flash chromatography (silica gel, partly deactivated with triethylamine, eluent petroleum ether/ethyl acetate 70:30) to afford the pure beta-lactam 2 as a pale yellow oil (121 mg, 80percent). 1H NMR (400.13 MHz, CDCl3): delta 2.23 (3H, s, CH3), 2.44-2.56 (2H, m, CH2CH2CH2), 3.04-3.15 (2H, m, CH2CH2CH2N), 3.79-3.92 (2H, m, CH2N), 4.81 (1H, d, J=6.0 Hz, CHC=O), 5.13-5.20 (2H, m, CH=CH2), 5.94-6.02 (1H, m, CH=CH2) ppm. 13C NMR (100.62 MHz, CDCl3): delta 16.4 (2C, CH3 and CH2CH2CH2), 27.2, 41.1, 48.1, 74.1, 117.8, 131.3, 168.8 ppm. FT-IR (CHCl3): nu=3083, 2981, 2929, 2866, 1670, 1632, 1416 cm-1. GC-MS (70 eV): m/z (percent)=151 (33) [M]+, 110 (9), 83 (80), 82 (100), 68 (20). HRMS (ESI): calcd for C9H14NO [M+H]+ 152.1076; found 152.1078.
As the paragraph descriping shows that 872-32-2 is playing an increasingly important role.
Reference£º
Article; Perrone, Serena; Cannazza, Giuseppe; Caroli, Antonio; Salomone, Antonio; Troisi, Luigino; Tetrahedron; vol. 70; 39; (2014); p. 6938 – 6943;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem