Electric Literature of 52059-53-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 52059-53-7, name is 2-(3-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.
A mixture of 2-(3-fluorophenyl)ethan-1-ol (0.031 g, 0.223 mmol, 5 equiv), 60%NaH (8.90 mg, 0.223 mmol, 5 equiv), and isopropyl (S)-2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin- 1 -yl)-6?-fluoro-6-methyl- [3,3 ?-bipyridinj -5-yl)acetate (0.021 g, 0.045 mmol, 1 equiv) in THF (1.5 mL) was stirred at ambient temperature for 1 h. Upon complete addition, 5 M NaOH (0.089 mL, 0.445 mmol, 10 equiv) was added and the mixture was heated at 80 C for 2 h. The reaction was allowed to cool to ambienttemperature, filtered, and purified by preparative reverse phase HPLC to provide the product (10 mg, 40%). ?H NMR (500 MHz, DMSO-d6) 8.18 – 7.97 (m, 2H), 7.73 – 7.60 (m, 1H), 7.40 – 7.29 (m, 1H), 7.21 – 6.94 (m, 3H), 6.93 – 6.83 (m, 1H), 5.86 – 5.75 (m, 1H), 4.62 -4.50 (m, 2H), 3.14 -3.02 (m, 1H), 1.38 – 1.24 (m, 3H), 1.18 – 1.02 (m, 1OH),0.91 – 0.70 (m, 6H). LCMS (M+1): 550.3.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,52059-53-7, 2-(3-Fluorophenyl)ethanol, and friends who are interested can also refer to it.
Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
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