Electric Literature of 109-09-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 109-09-1, name is 2-Chloropyridine, molecular formula is C5H4ClN, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Asolution of 2-chloropyridine ( XI) (9.39 mL, 0.1 mol) in, anhydrous THF (50 mL) was added slowly to a solution of LDA (2.0 M solution in THF/ hexane/ethylbenzene, 50 mL, 0.1 mol) in THF (200 mL) stirred at -78 C. under nitrogen. The stirring was continued at -78 C. for an additional 3 h before adding acetaldehyde (6.17 mL, 0.110 mol). The solution was stirred at -78 C. for another 2 h before allowing the temperature to rise to -40 C. A solution of water (4 mL) in THF (40 mL) was added slowly to the solution. When the temperature reached -10 C., additional water (200 mL) was added to the solution. The solution was extracted with ethyl ether (3×100 mL). The combined organic phase was dried over MgSO4, filtered and evaporated under reduced pressure to get a brown viscous residue. The crude product was purified on a flash silica gel column (1:1 DCM:hexane?100% DCM) to produce 1-(2-chloropyridin-3-yl)ethanol (XII) as a brown viscous oil (6 g, 38.1 mmol, 38% yield). 1H NMR (CDCl3) delta ppm 1.52 (d, J=6.41 Hz, 3H), 2.51 (brs, 1H), 5.24 (m, 1H), 7.28 (m, 1H), 7.97 (dd, J=7.72 Hz, J=1.70 Hz, 1H), 8.27 (dd, J=7.72 Hz, J=1.79 Hz, 1H).
According to the analysis of related databases, 109-09-1, the application of this compound in the production field has become more and more popular.
Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; US2013/296302; (2013); A1;,
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