Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks
To a solution of compound 16 (1.20 g, 0.005 mol) and benzotriazol-1-yloxytris(di-methylamino)-phosphonium hexafluorophosphat (BOP) (2.90 g, 0.0065 mol) in 20 mL acetonitrile, 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) (1.1 mL, 0.0075 mol) was added and the solution became clear. When precipitated solid was formed, the solution of 1-(2,6-Dichloro-3-fluorophenyl)-ethan-1-ol (1.56 g, 0.0075 mol) and NaH (0.40 g, 60% dispersion in mineral oil) in 10 mL acetonitrile was added, and then stirred at room temperature overnight. The reaction mixture was poured into 100 mL H2O and extracted with EtOAc (30 mL * 3). The combined organic layer was dried over anhydrous Na2SO4, filtered, and concentrated. The crude product was purified by flash chromatography on silica gel eluting with petroleum ether:DCM:EtOAc (2:1:2) to give 17b (1.2 g, yield, 55%). 1H NMR (400 MHz, CDCl3) delta 8.23 (d, J = 2.0 Hz, 1H), 7.70 (dd, J = 2.4, 9.2 Hz, 1H), 7.35 (d, J = 8.8 Hz, 1H), 7.27 (dd, J = 5.2, 8.8 Hz, 1H), 7.05 (t, J = 8.4 Hz, 1H), 6.86 (q, J = 6.8 Hz, 1H), 4.99 (s, 2H), 1.91 (d, J = 6.9 Hz, 3H). ESI-MS m/z: 432.4 [M+H]+.
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Reference:
Article; Hou, Ju; Wan, Shanhe; Wang, Guangfa; Zhang, Tingting; Li, Zhonghuang; Tian, Yuanxin; Yu, Yonghuan; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 276 – 289;,
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