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.
A three-neck 5L round bottomed flask equipped with a stir bar, Firestone valve, thermocouple, condenser and heating mantle was charged with tri-t-butyl phosphonium tetrafluoroborate (500 mg, 1.72 mmol), palladium (II) acetate (250 mg, 1.1 mmol) and 5-bromo-2-benzofuran-1(3H)- one (100 g, 470 mmol). DMF (1.88 L) was added to the flask, and the mixture was degassedthree times by alternating vacuum and nitrogen purge. Commercially available bromo( 1,3 – dioxolan-2-ylmethyl)zinc solution (1.03 L, 516 mmol) was added via canula and the mixture was again degassed three times. The mixture was then heated at 85 OC for 5 h. Analysis by HPLCMS indicated the reaction was not complete. The mixture was stirred at 85 OC for 5 more h. The mixture was then allowed to return to room temperature for overnight. 2-methylTHF (2L) and brine were added, and the mixture was stirred for 5 mm. The layers were separated and theaqueous layer was extracted again with 2-methylTHF. The organic layers were combined, washed three times with brine (4L each), dried over MgSO4, filtered, and concentrated. The crude product was purified by flash chromatography (1.5 kg silica cartridge), eluting with 0-20% ethyl acetate in dichlromethane to afford 5 -(1,3 -dioxolan-2-ylmethyl)-2-benzofuran- 1(311)-one. LC-MS (IE, m/z): 221 [M+1]+., 64169-34-2
The synthetic route of 64169-34-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; TANG, Haifeng; FRIE, Jessica; FERGUSON, Ronald Dale; GUO, Zhiqiang; SHI, Zhi-Cai; CATO, Brian; FU, Qinghong; WO2015/65866; (2015); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem