Application of 645-36-3, A common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, molecular formula is C6H15NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a mixed solution of a commercially available product of 2,2-diethoxyethan-1-amine (926 pL, 6.39 mmol), THF (10.0 mE) and acetic acid (1.00 mE) was added a commercially available product of 6-fluoropyridine-2-carb- aldehyde (800 mg, 6.39 mmol) at room temperature. The resultant mixture was stirred at room temperature for 25 minutes. Subsequently, sodium triacetoxyborohydride (2.71 g, 12.8 mmol) was added to the reaction mixture at room temperature and then stirred for 1 hour and 10 minutes. To the reaction mixture was added sodium hydrogen carbonate and water to terminate the reaction. The resultant solution was extracted with ethyl acetate. An organic layer was dried over anhydrous magnesium sulfate and then filtrated. The solvent was evaporated under a reduced pressure, and the resultant residue was purified by NH silica gel colunm chromatography (heptane:ethyl acetate=1 :1), and was then thrther purified by silica gel column chromatography (ethyl acetate_methanol=20: 1) to give the title compound (1.14 g, yield: 74%).?H-NMR Spectrum (400 MHz, CDC13) oe (ppm):1.22 (6H, t, J=7.2 Hz), 2.76 (2H, d, J=5.5 Hz), 3.50-3.61(2H, m), 3.65-3.76 (2H, m), 3.89 (2H, s), 4.64 (1H, t, J=5.5Hz), 6.80 (1H, dd, J=2.8 Hz, 8.2 Hz), 7.22 (1H, dd, J=2.4 Hz,7.3 Hz), 7.74 (1H, q, J=7.9 Hz)
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.