Electric Literature of 61889-48-3, 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. 61889-48-3, name is 2-Chloro-1-(pyridin-3-yl)ethanone hydrochloride. A new synthetic method of this compound is introduced below.
To a solution of (-)-B-chlorodiisopinocampheylborane [(-)-DIP-Cl] (25 g, 77.9 mmol) in tetrahydrofuran (90 ml) are added with stirring 3-(2-chloroacetyl)pyridine hydrochloride (Can. J. Chem., vol. 61, p. 334 (1983)) (3.0 g, 15.6 mmol) and triethylamine (2.39 ml, 17.2 mmol) at -25C, and the reaction mixture is stirred at -25C for 3 days. To this mixture is added water (300 ml), and the mixture is warmed to room temperature. To the mixture is added ethyl acetate, and the organic phase is separated. The aqueous phase is neutralized with a saturated aqueous sodium hydrogen carbonate solution, and extracted 6 times with ethyl acetate. The combined organic phase is dried over sodium sulfate, and concentrated under reduced pressure to give yellow oil, which is purified by silica gel column chromatography (methanol/chloroform = 1/20) to give the title compound (R)-2-chloro-1-pyridin-3-ylethanol (2.02 g, yield: 82 %) as pale yellow oil. 1H-NMR (CDCl3) delta: 2.75 (1H, d, J=3.4Hz), 3.67 (1H, dd, J=8.5, 11.3Hz), 3.78 (1H, dd, J=3.5, 11.3Hz),, 4.96-5.00 (1H,m), 7.33 (1H, dd, J=4.9, 7.9Hz), 7.75-7.78 (1H, m), 8.59 (1H, dd, J=1.6, 4.8Hz), 8.64 (1H, d, J=2.2Hz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,61889-48-3, its application will become more common.
Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1514869; (2005); A1;,
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