Synthetic Route of 1579-40-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1579-40-4 as follows.
An H-shaped reactor with two reaction chambers was purged with argon. A stirring bar (1.0 mm × 0.4 mm) was then located in each chamber of the reactor. Sulfuric acid (0.8 mL, 1.47 g, 15.0 mmol) was placed at the bottom of one chamber (chamber 1) of the reactor, and Galden HT-135 (1.0 mL) was slowly added to chamber 1 using a syringe. Subsequently, ammonium formate (443 mg, 7.0 mmol) was added, which formed a third layer in chamber 1. A solution of di-p-tolyl ether (13, 198.6 mg, 1.0 mmol), Pd(OAc)2 (5.5 mg, 2.5 mol%), and K2S2O8 (541.0 mg, 2.0 mmol) in trifluoroacetic acid (2.5 mL) was placed in the other chamber (chamber 2) of the reactor. Rubber septa were fitted to the reactor, and a needle equipped with a balloon was then pricked into the septum of chamber 2. The air in the reactor was withdrawn using a syringe until the balloon was completely flattened. The reactor was the heated in an oil bath at 45 C for 5 h under slow stirring, with care taken not to mix the layers in chamber 1, then allowed to cool to 25 C. The mixture in chamber 2 was transferred to an Erlenmeyer flask containing water using dichloromethane (DCM). The organic layer was separated, and the aqueous layer was extracted with DCM. The combined organic layers were washed with brine then dried over sodium sulfate, filtered, and concentrated. The residue was purified by silica-gel column chromatography using hexane/chloroform (1/4) as the eluent to afford desired product, 2,7-dimethylxanthen-9-one (14, 178.8 mg, 80%) as a white solid. 2,7-Dimethylxanthen-9-one (14) [S14] OCO2MeO S11 1H-NMR (400 MHz, CDCl3): delta 8.12 (2H, d, J = 0.9 Hz, ArH), 7.53 (2H, dd, J = 8.5, 2.1 Hz, ArH), 7.39 (2H, d, J = 8.7 Hz, ArH), 2.47 (6H, s, CH3); 13C-NMR (100 MHz, CDCl3): delta 177.36, 154.42, 135.94, 133.48, 126.02, 121.43, 117.75, 20.89.
According to the analysis of related databases, 1579-40-4, the application of this compound in the production field has become more and more popular.
Reference:
Article; Adachi, Yusuke; Matsubara, Hiroshi; Journal of Fluorine Chemistry; vol. 216; (2018); p. 89 – 95;,
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