17057-04-4, 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
General procedure: To a solution of vinylallene 1 (0.29 g, 1mmol) in dry toluene (5 ml) was added a solution of N-(4-substituted-phenyl)maleimide 2a-g(1.5 mmol) or maleic anhydride 2 (0.15 g, 1.5 mmol) in the same solvent (5 ml) under an argonatmosphere, and the mixture was stirred for 15 min. Then, the mixture was heated at reflux forseveral hours (see Table 2, in the case of maleic anhydride 2 – for 12 hours). After the reactionwas completed as monitored by TLC (eluent: ethyl acetate-hexane 4:1), the solvents wereevaporated under reduced pressure to give a residue, which was purified by silica gel with ethylacetate/hexane as eluent to afford the cyclic products 4-[5-(Diphenylphosphinoyl)-4-isopropylidene-1,3-dioxo-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]benzoic acid (3f). Pale yellow crystals, yield 80%, 0.41 g, mp 290-292 oC; IR (max, cm-1):1778 and 1709 (C=O), 1589-1605 (C=C-C=C), 1437, 1462 (Ph), 1150 (P=O). 1H NMR (600.1MHz, DMSO-d6): H 1.50 (s, 3H, CH3), 1.85 (s, 3H, CH3), 2.21 (m, 2H, H7), 3.62 (tt, J 7.2 Hz,J 4.9 Hz, 1H, H7a), 4.55 (d, J 7.2 Hz, 1H, H3a), 6.62 (tt, J 4.2 Hz, J 17.2 Hz, 1H, H6), 7.43-7.75(m, 10H, 2Ph), 8.05-8.20 (m, 4H, C6H4), 9.32 (1H, s, CO2H). 13C NMR (150.9 MHz, DMSO-d6):dC 23.6 (2CH3), 25.3 (J =8.1 Hz, C-7), 44.0 (J 4.9 Hz, C-7a), 46.7 (J 7.9 Hz, C-3a), 126.0-128.2(C6H4), 128.4-135.2 (2Ph), 134.0 (J 6.1 Hz, C-4), 136.3 (J 7.8 Hz, C(CH3)2), 146.3 (J =119.4 Hz,C-5), 149.0 (J 6.7 Hz, C-6), 169.9 (CO2H), 176.7 (C-1), 178.8 (C-3). 31P NMR (242.9 MHz,DMSO-d6): dP = 23.3. Anal. Calcd for C30H26NO5P (511.50): C, 70.44; H, 5.12; N, 2.74. Found:C, 70.48; H, 5.05; N, 2.70, 17057-04-4
The synthetic route of 17057-04-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Ivanov, Ivaylo K.; Ismailov, Ismail E.; Christov, Valerij Ch.; ARKIVOC; vol. 2013; 4; (2013); p. 152 – 163;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem