Brief introduction of 89877-62-3

89877-62-3 3-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile 13289562, abenzofuran compound, is more and more widely used in various fields.

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.,89877-62-3

1-Oxo-1,3-dihydroisobenzofuran-6-carbonitrile (3.01 g, 18.9 mmol) obtained from Example 5-(2) was dissolved in a mixed solvent (200 ml) of tetrahydrofuran – methanol (3 : 1), and an aqueous solution of sodium hydroxide (1.004N; 17.4 ml, 17.4 mmol) was added thereto over a period of 10 minutes. The mixture was stirred at room temperature for 30 minutes, and the solvent was distilled off under reduced pressure. The resulting residue was dried using a vacuum pump. The obtained solid was dissolved in N,N-dimethylformamide (40 ml), and 4-methoxybenzyl chloride (2.96 g, 18.9 mmol) was added thereto. The mixture was heated at 70-80C for 1 hour. After cooling the mixture to 0C, dichloromethane (40 ml) was added thereto, and 4-(N,N-dimethylamino)pyridine (5.78 g, 47.3 mmol) and allyl chloroformate (4.56 g, 37.9 mmol) were added thereto, then the mixture was stirred at the same temperature for 30 minutes. The mixture was diluted with ethyl acetate and then washed successively with water and an aqueous solution of sodium chloride. The resulting mixture was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to give an oily residue. The residue was subjected to chromatography on a silica gel (100 g) column (eluent; hexane : ethyl acetate = 3 : 1) to afford the title compound (3.11 g, 43% yield) as a colorless oil. NMR spectrum (400 MHz, CDCl3) delta ppm: 3.83 (3H, s), 4.67 (2H, br d, J=6 Hz), 5.31 (2H, s), 5.31 (1H, d, J=10 Hz), 5.39 (1H, dd, J=17, 1 Hz), 5.66 (2H, s), 5.96 (1H, ddt, J=17, 10, 6 Hz), 6.93 (2H, d, J=9 Hz), 7.39 (2H, d, J=9 Hz), 7.70 (1H, d, J=8 Hz), 7.81 (1H, dd, J=8, 1 Hz), 8.30 (1H, d, J=1 Hz) IR spectrum nu max CHCl3 cm-1: 2236, 1725, 1296, 1256 Mass spectrum m/z (FAB): 381 (M+).

89877-62-3 3-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile 13289562, abenzofuran compound, is more and more widely used in various fields.

Reference£º
Patent; Sankyo Company, Limited; EP1362856; (2003); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem