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. 108-48-5, name is 2,6-Dimethylpyridine, molecular formula is C7H9N, 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. 108-48-5
2,6-Lutidine (i) (5.1 g, 47.5 mmol, 1 equiv.) was dissolved in 300 mL of carbon tetrachloride, and the solution was degassed with argon. Azobisisobutyronitrile (AIBN, 0.8 g, 4.8 mmol, 0.1 equiv.) and N-bromosuccinimide (NBS, 9.3 g, 52.3 mmol, 1.1 equiv.) were added to the solution of i in small portions over a period of 3 h, while the reaction mixture was heated at 60 C (Scheme S1). The reaction mixture was irradiated with UV light throughout the reaction. After the addition was complete, the reaction mixture was refluxed for another 8 h. The reaction mixture was cooled to room temperature and filtered through Celite. The filtrate was concentrated in vacuo producing a brown residue, which was subject to SiO2 column chromatography using a gradient of ethyl acetate from 10 to 20% in hexanes. Pure fractions were combined, and solvent was removed in vacuo to afford a yellow oil. The product solidified in the freezer producing slightly pinkish white needles. Yield: 4.0 g, 46%. 1H NMR, 400 MHz (CDCl3, ppm): delta = 7.55 t (1H, Ar), 7.22 d (1H, Ar), 7.04 d (1 H, Ar), 4.49 s (2H, CH2), 2.53 s (3 H, CH3). 13C NMR, 75 MHz (CDCl3, ppm): delta = 158.38, 156.04, 137.16, 122.59, 120.39, 34.08, 24.36. ESI-MS (m/z): [M + H]+, calculated: 186.0, found: 186.0.
The chemical industry reduces the impact on the environment during synthesis 108-48-5, I believe this compound will play a more active role in future production and life.
Reference:
Conference Paper; Dorazio, Sarina J.; Tsitovich, Pavel B.; Gardina, Stephanie A.; Morrow, Janet R.; Journal of Inorganic Biochemistry; vol. 117; (2012); p. 212 – 219;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem