With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64169-34-2,5-Bromoisobenzofuran-1(3H)-one,as a common compound, the synthetic route is as follows.
5-Bromoisobenzofuran-1(3H)-one (18.0 g, 84.5 mmol) was dissolved in DMF (18 mL), and 3-fluorophenol (11.5 mL, 126.8 mmol) and sodium methoxide (28% methanol solution, 24 g, 126.8 mmol) were added. A trap bulb of an evaporator was connected, a nitrogen balloon was set, and the mixture was refluxed under heating at 130C for 10 hr. The reaction mixture was allowed to cool to room temperature, water (100 mL) and 4 mol/L aqueous sodium hydroxide solution (30 mL) were added, and the mixture was washed once with each of diethyl ether (200 mL) and toluene (550 mL). The aqueous layer was adjusted to pH 1-2 by adding 4 mol/L hydrochloric acid (about 20 mL), ethanol (70 mL) was added to a dark-brown aqueous solution, and the mixture was stirred at room temperature overnight. The precipitated crystals were collected by suction filtration with a Hirsch funnel, and washed twice with a mixed solvent of ethanol/water =1/1 (20 ml) to give 4-bromo-2-[(3-fluorophenoxy)methyl]benzoic acid (20.5 g, 75%). ESIMS m/z: 323, 325 (M – H)-; 1H NMR (270MHz, CDCl3, delta): 5.48 (s, 2H), 6.66-6.86 (m, 3H), 7.21-7.32 (m, 1H), 7.58 (dd, J = 8.5, 2.0 Hz, 1H), 7.99 (d, J = 2.0 Hz, 1H), 8.03 (d, J = 8.5 Hz, 1H)., 64169-34-2
64169-34-2 5-Bromoisobenzofuran-1(3H)-one 603144, abenzofuran compound, is more and more widely used in various fields.
Patent; Kyowa Hakko Kirin Co., Ltd.; YAMAMOTO, Keisuke; TAMURA, Tomohiro; NAKAMURA, Rina; UENO, Kimihisa; HOSOE, Shintaro; EP2740730; (2014); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem