Reference of 496-12-8, A common heterocyclic compound, 496-12-8, name is Isoindoline, molecular formula is C8H9N, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Pyridine (6.56 mL, 81.1 mmol) and N,N-dimethyl-4-aminopyridine (248 mg, 2.03 mmol) were added to a solution of 2,3-dihydro-1H-isoindole (8.08 g, 40.6 mmol) in chloroform (120 mL) at room temperature. The mixture was cooled to 0 C, and trifluoroacetic anhydride (6.77 mL, 48.7 mmol) was added dropwise to the mixture. After the addition, the reaction mixture was warmed to room temperature and stirred for 4 h. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with ethyl acetate. The mixture was then washed with 1 mol/L hydrochloric acid, saturated aqueous NaHCO3, and brine. The organic layer was dried over anhydrous MgSO4 and then concentrated under reduced pressure. The resulting residue was purified using a silica gel column eluted with 10% ethyl acetate/n-hexane to afford 8 (8.66 g, 99%) as a light brown powder: 1H NMR (300 MHz, CDCl3) delta 4.93 (s, 2H), 5.04 (s, 2H), 7.22-7.43 (m, 4H); MS (ESI/APCI Dual): m/z 216 [M+H]+.
The synthetic route of 496-12-8 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Busujima, Tsuyoshi; Tanaka, Hiroaki; Shirasaki, Yoshihisa; Munetomo, Eiji; Saito, Masako; Kitano, Kiyokazu; Minagawa, Toshiya; Yoshida, Koji; Osaki, Naoto; Sato, Nagaaki; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5922 – 5931;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem