Electric Literature of 73406-50-5, 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. 73406-50-5, name is Ethyl 3-hydroxypicolinate. A new synthetic method of this compound is introduced below.
The reaction was performed under Ar atmosphere.A solution of ethyl 3-hydroxypicolinate (2.10 g, 12.6 mmol) and ethyl bromoacetate(1.60 mL, 14.4 mmol) in anhydrous acetone (25 mL) was treated with anhydrousK2003,stirred under reflux for 15 h and cooled down to 23 00. The mixture was filteredand the solvent evaporated. The residue was dissolved in CH2CI2 (100 mL), washed with water (3 x 50 mL), dried over anhydrous MgSO4, filtered and evaporated. Column chromatography (SiC2 EtOAc/Heptane 25:75 -> 40:60) gave Ethyl 3-(2-ethoxy-2- oxoethoxy)picolinate (2.42 g, 76%) as a colorless oil.1H NMR (400 MHz, Chloroform-o) 6 = 8.36 (dd, J= 4.5, 1.2 Hz, 1H, H-Ar), 7.39 (dd, J8.5, 4.5 Hz, 1H, H-Ar), 7.29 (dd, J= 8.6, 1.2 Hz, 1H, H-Ar), 4.74 (s, 2H, O-CH2C=O),4.47 (q, J= 7.1 Hz, 2H, O-CH2CH3), 4.27 (q, J= 7.1 Hz, 2H, O-CH2CH3), 1.44 (t, J=7.1 Hz, 3H, O-CH2CH3), 1.29 (t, J= 7.1 Hz, 3H, O-CH2CH3) ppm.MS (ESl+, H20/MeCN) mlz(%): 254.0 (100, [M + H]j.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,73406-50-5, Ethyl 3-hydroxypicolinate, and friends who are interested can also refer to it.
Reference:
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe David; (187 pag.)WO2018/229193; (2018); A1;,
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