575-03-1, 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 575-03-1 as follows.
2-(Trimethylsilyl) ethylhydrogen phthalate (1, 1.29 g, 4.83 mmol) [14,15], 7-hydroxy-4-(trifluoromethyl)-coumarin (2, 1.11 g, 4.83 mmol) [16], and4-dimethylaminopyridine (0.65 g, 5.3 mmol) were dissolved in amixture of anhydrous methylene chloride (15 mL) and anhydrous DMF (9 mL). N,N-Dicyclohexylcarbodiimide was quickly added tothe reaction mixture, which was stirred under N2 overnight. Dicyclohexyl urea was filtered off, and the filtrate was diluted in10 mL of methylene chloride. The solution was washed with brineand then dried over anhydrous Na2SO4. The crude product wascollected by evaporation under reduced pressure and then purifiedby flash chromatography on silica gel (PE/EA = 30:1) to yield 3(0.92 g, 45percent) as a white solid. Compounds 3 were characterized by1H NMR, 13C NMR and ESI-HRMS analyses (Figs. S3?S5 inSupporting information). 1H NMR (500 MHz, CDCl3): d 7.93?7.87(m, 1H), 7.87?7.78 (m, 2H), 7.69?7.62 (m, 2H), 7.45 (d, 1H,J = 2.5 Hz), 7.38 (dd, 1H, J = 9.0, 2.5 Hz), 6.80 (s, 1H), 4.46?4.37 (m,2H), 1.12?1.08 (m, 2H), 0.05 (s, 9H); 13C NMR (100 MHz, CDCl3): d166.71, 165.75, 158.51, 155.11, 154.29, 131.84, 131.69, 131.56,131.39, 129.37, 128.96, 126.35, 118.99, 111.10, 64.40, 17.37,1.53; ESI-HRMS (m/z): Calcd. for [C23H21F3O6Si + Na] 501.09572([M + Na]+), found 501.09485.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,575-03-1, its application will become more common.
Reference:
Article; Wang, Xin-Yu; Guan, Feng-Jie; Li, Bin; Zhang, Hua; Wu, Hong-Wei; Ji, Kai; Liu, Chuan-Xiang; Chinese Chemical Letters; vol. 27; 2; (2016); p. 211 – 214;,
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