With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6913-92-4,1-Benzyl-3-pyrroline,as a common compound, the synthetic route is as follows.
Example 16 2-benryl-5-tert butyl-1,2,3,3a-tetrahydrocyclopenta[c]pyrrol-4(6aH)-one. To a solution of 3,3-dimethyl-1-butyne (29 mg, 0.34 mmol) in 1,2-dichloroethane (1ml) cooled at 0C was added CO2(CO)8 (118 mg, 0.34 mmol) and the mixture was stirred 15 min at 0C and 40 minutes at room temperature. A solution of 1-benzyl-3-pyrroline (50 mg, 0.31 mmol) in 1,2-dichloroethane (1 ml) and dimethylsulfoxide (72 mul, 1.01 mmol) were added and the mixture was heated at 83C for 20 hours. The reaction mixture was filtered through celite and washed with CH2Cl2. The filtrate was concentrated and the crude was purified by flash chromatography: silica gel, dichloromethane, to afforded the product (11 mg, 13%) as yellow oil. 1H NMR (400 MHz, CDCl3): delta (ppm) 7.29-7.17 (m, 5H), 7.08 (d, J=3Hz, 1H), 3.59-3.47 (AB system, 2H), 3.17 (m, 1H), 3.04 (d, J=9Hz, 1H), 2.72 (m, 1H), 2.68 (d, J=9Hz, 1H), 2.35 (t, J=9Hz, 1H), 2.30 (t, J=9Hz, 1H), 1.20 (s, 9H). 13C NMR (75 MHz, CDCl3) delta (ppm) 209.28, 156.44, 154.52, 128.27, 128.19, 126.88, 58.69, 58.78, 56.15, 50.23, 42.00, 31.72, 28.33,. MS (El+) m/z: 269.17 (M+).
6913-92-4 1-Benzyl-3-pyrroline 561506, apyrrolines compound, is more and more widely used in various.
Reference£º
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; EP1849772; (2007); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem