Reference of 40314-06-5, These common heterocyclic compound, 40314-06-5, name is 5-Methylisoindoline-1,3-dione, 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.
Isolation and analytic data for 14, observed in the crossover study, was obtained by independent preparation using the following procedure. Benzoyl chloride (62 muL, 0.54 mmol) was added to a mixture of 4-methylphthalimide (200 mg, 1.2 mmol), isobutyraldehyde (108 muL, 1.19 mmol), NaI (160 mg, 1.1 mmol), 4 A MS (100 mg), triethylamine (150 muL, 1.1 mmol), ethyl acetate (1.1 mL), and acetonitrile (1.1 mL) at room temperature and with stirring. After 24 h, the mixture was diluted in EtOAc and washed with 1 M NaOH (3¡Á) and brine. The organic phase was dried (MgSO4) and concentrated. Purification by flash chromatography (SiO2, hexanes:EtOAc 6:1) gave 14 (145 mg, 0.43 mmol, 80%) as a yellow oil. 1H NMR (300 MHz, CDCl3): delta 8.09 (d, J=7.7Hz, 2H), 7.75 (d, J=7.6Hz, 1H), 7.67 (s, 1H), 7.50-7.60 (m, 2H), 7.43 (dd, J=7.6, 7.8Hz, 2H), 6.46 (d, J=10.4Hz, 1H), 3.09 (nfom, 1H), 2.50 (s, 3H), 1.15 (d, J=6.7Hz, 3H), and 0.96 (d, J=6.8Hz, 3H). 13C NMR (75 MHz, CDCl3): delta 167.1, 167.0, 165.3, 145.8, 135.0, 133.5, 131.9, 130.0, 129.4, 128.9, 128.5, 124.2, 123.7, 79.7, 29.8, 22.1, 19.1, and 18.0. IR (neat): 2965, 2938, 2874, 1780, 1748, 1720, 1469, 1373, 1359, 1223, and 720 cm-1. HRMS (ESI-TOF): Calcd for C20H19NNaO4+ [M+Na+] requires 360.1206; found 360.1223.
The synthetic route of 40314-06-5 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Enright, Robert N.; Grinde, Jeffrey L.; Wurtz, Lincoln I.; Paeth, Matthew S.; Wittman, Tekoa R.; Cliff, Emily R.; Sankari, Yessra T.; Henningsen, Lucas T.; Tan, Chuchen; Scanlon, Joseph D.; Willoughby, Patrick H.; Tetrahedron; vol. 72; 41; (2016); p. 6397 – 6408;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem