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 54314-84-0 as follows. Computed Properties of C10H13BrO
To a solution of – uoro- , – y roxy- enza e y e (11.15 g, 71.42 mmol) in anhydrous DMSO (88 mL) under nitrogen were added sequentially sodium t-butoxide (13.72 g, 142.84 mmol) and benzyl-3-bromopropyl ether (17.29 g, 78.56 mmol) and the reaction mixture stirred at rt for 18 h. The mixture was diluted with water (400 mL) and extracted with EtOAc (4×100 mL). The combined organic layer was washed with water and brine, dried over MgS04, filtered and concentrated in vacuo. Purification was completed by flash chromatography (20percent EtOAc / hexane). Yield 11.5 g (77 percent).1H NMR (400 MHz, CHLOROFORM-^) delta ppm 11.62 (s, 1 H), 10.23 (s, 1 H), 7.42 – 7.16 (m, 5 H), 7.05 (dd, J=8.8, 5.3 Hz, 1 H), 6.54 (t, J=9.6 Hz, 1 H), 4.52 (s, 2 H), 4.13 (t, J=6.3 Hz, 2 H), 3.68 (t, J=6.1 Hz, 2 H), 2.12 (quin, J=6.2 Hz, 2 H). 19F NMR (376 MHz, CHLOROFORM- d): -132 ppm.
According to the analysis of related databases, 54314-84-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; HERNANDEZ, Vincent, S.; DING, Charles; PLATTNER, Jacob, J.; ALLEY, Michael Richard, Kevin; ROCK, Fernando; ZHANG, Suoming; EASOM, Eric; LI, Xianfeng; ZHOU, Ding; WO2012/33858; (2012); A2;,
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