With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.89877-62-3,3-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile,as a common compound, the synthetic route is as follows.
1-Bromo-6-cyanophthalide (65) 6-Cyanophthalide (64, 2.73 g, 17.2 mmol) was dissolved in carbon tetrachloride (120 mL). 3-Chloroperbenzoic acid (100 mg) and N-bromosuccinimide (3.20 g, 17.9 mmol) were added. Light was applied with a 250 W lamp and the reaction mixture was heated at reflux for 24 h. The solvent was removed and the residue purified by silica gel column chromatography, eluting with ethyl acetate-hexane, 1:7. The product was obtained as a white solid (2.32 g, 56.7%): mp 132-134 C. IR (Film) 3090, 3064, 3032, 2992, 2235, 1788, 1738, 1428, 1295, 1227, 1119, 990, 717, 664 cm-1; NMR (300 MHz, CDCl3) delta 8.23 (s, 1H), 8.05 (dd, J=1.1 Hz, J=8.1 Hz, 1H), 7.79 (d, J=7.9 Hz, 1H), 7.44 (s, 1H); 13C NMR (75 MHz, CDCl3) delta 165.1, 152.2, 138.3, 130.0, 125.0, 121.5, 116.8, 115.3, 73.4; CIMS m/z (rel intensity) 238 (MH+, 13), 160 [(MH-Br)+, 100].
The synthetic route of 89877-62-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; CUSHMAN, MARK S.; NGUYEN, TRUNG X.; CONDA-SHERIDAN, MARTIN M.; US2013/345252; (2013); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem