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. 36404-88-3, name is 2-Chloro-3-formylpyridine, molecular formula is C6H4ClNO, 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. Computed Properties of C6H4ClNO
Elemental sodium (0.35 g, 15.0 mmol) was added to dry MeOH (6 mL) at 0 C and allowed to dissolve completely. A solution of 2-chloronicotinaldehyde (0.708, 5.0 mmol) in dry MeOH (2 mL) was added via syringe and the reaction was heated at reflux temperature for 5 hours. The reaction mixture was cooled to room temperature and evaporated under reduced pressure. The residue was taken up in water (10 mL), neutralized with dilute HCl and extracted with Et2O (3 × 10 mL). The organic extracts were dried (MgSO4), filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (petroleum ether/EtOAc, 4:1) to give the title compound, 8 (0.473, 69%), as a colorless oil. 1H NMR (300 MHz, CDCl3) delta 10.34 (d, J = 0.8 Hz, 1H), 8.36 (dd, J = 4.9, 2.1 Hz, 1H), 8.09 (dd, J = 7.4, 2.1 Hz, 1H), 7.00 (ddd, J = 7.4, 4.9, 0.8 Hz, 1H), 4.07 (s, 3H). 13C NMR (75 MHz, CDCl3) delta 189.1, 164.4, 152.8, 137.6, 118.8, 117.3, 54.0
With the rapid development of chemical substances, we look forward to future research findings about 36404-88-3.
Reference:
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
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