Electric Literature of 7589-27-7 ,Some common heterocyclic compound, 7589-27-7, molecular formula is C8H9FO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a solution of 2-(2,4-dichlorophenoxy)propanoicacid (100 mg, 0.43 mmol) in DMF (2 mL) were added 2-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluorophosphate(HATU; 200 mg, 0.53 mmol), 2-(4-fluorophenyl)ethanol(64 lL, 0.50 mmol), and diisopropylethylamine (100 lL,0.57 mmol). The resulting mixture was stirred at room temperaturefor 2 days, then poured into water (20 mL). The aqueous mixturewas then extracted with EtOAc (20 mL 3), and the combinedorganic extracts were dried over MgSO4, filtered, and evaporated toprovide a yellow oil. The oil was subjected to flash chromatographyon silica gel with 0?30percent EtOAc/hexane. Product-containing fractionswere pooled and evaporated to provide 120 mg (75percent) ofproduct as a clear, colorless oil: Rf 0.79 (1:1 EtOAc/hexane); 1HNMR (CDCl3) d 7.37 (d, 1H), 7.12?7.05 (m, 3H), 6.95 (t, 2H), 6.64(d, 1H), 4.67 (q, 1H), 4.37?4.31 (m, 2H), 2.89 (t, 2H), 1.61 (d, 3H);m/z expected 356.0 found 356.1 (GC?MS).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7589-27-7, its application will become more common.
Reference:
Article; Williams, John D.; Torhan, Matthew C.; Neelagiri, Venugopal R.; Brown, Carson; Bowlin, Nicholas O.; Di, Ming; McCarthy, Courtney T.; Aiello, Daniel; Peet, Norton P.; Bowlin, Terry L.; Moir, Donald T.; Bioorganic and Medicinal Chemistry; vol. 23; 5; (2015); p. 1027 – 1043;,
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