With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28281-76-7,5-Methoxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.
28281-76-7, Triphenylphosphine (1.3 g, 5.1 mmol) was dissolved in 6 ml of THF, which was cooled down to 0 C. under nitrogen gas. THF (5.0 ml) solution containing CBr4 (0.84 g, 2.5 mmol) dissolved therein was added thereto, followed by stirring until the color of the solution turned yellow. After the color change, TEA (0.91 ml, 5.1 mmol) was added drop by drop for 5 minutes, to which THF (1 ml) solution containing the compound prepared in step 4 above (0.15 g, 0.85 mmol) dissolved therein was added gradually. The reaction solution was stirred at 0 C. for 30 minutes. Then, the temperature of the reaction solution was adjusted to room temperature, followed by stirring for overnight. The reaction was quenched with a saturated NH4Cl aqueous solution. When the phases were separated, the water layer was extracted by using hexane. The combined organic layer was concentrated under reduced pressure. The obtained residue was dissolved in ethoxyethane and filtered through a celite pad. The obtained solution was concentrated by rotary evaporation and purified by flash column chromatography. As a result, a target compound was obtained (0.077 g, 27%). NMR graphs of the obtained target compound are shown in . The upper graph of is a graph showing the results of 1H NMR of Example 7, and the lower graph of is a graph showing the results of 13C NMR of Example 7. 1H NMR (DMSO-d6, 500 MHz) delta 7.91 (d, J=8.5 Hz, 1H), 7.76 (s, 1H), 7.32 (d, J=7.0 Hz, 1H), 3.93 (s, 3H). 13C NMR (DMSO-d6, 125 MHz) delta 165.0, 163.5, 145.1, 138.2, 127.9, 118.2, 117.5, 108.2, 77.4, 56.2.
As the paragraph descriping shows that 28281-76-7 is playing an increasingly important role.
Reference£º
Patent; SEOUL NATIONAL UNIVERSITY R&DB FOUNDATION; Kim, Byeong Moon; Choi, Bong Kyu; Sim, Jae Hyun; Ryu, Eun Ju; Park, Ji Su; Bae, Il Hak; (54 pag.)US2019/345126; (2019); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem