1721-12-6, 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. 1721-12-6, name is 1-(2-Methylpyridin-3-yl)ethanone, molecular formula is C8H9NO, 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.
Step B. 3-Chloroacetyl-2-methylpyridine hydrochloride. To 2.25 g (16.6 mmol) of the ketone from Step A dissolved in 20 mL of ethyl ether was added 20 mL of 1.0 M hydrogen chloride in ethyl ether, resulting in a pale yellow slurry. After 30 min, the precipitate was filtered and washed with ethyl ether. After drying in vacuo, 2.80 g (16.3 mmol) of a pale yellow powder was obtained. This material was dissolved in 15 mL of a solution of 1.0 M hydrogen chloride in acetic acid and treated with 2.18 g (16.3 mmol) of N-chlorosuccinimide. After six days, the reaction mixture was concentrated in vacuo, and the resultant pale yellow residue solidified on standing. This material was triturated with 20% acetic acid/ethyl ether, (3*50 mL) to afford 2.62 g of a white powder, 77% yield. The 1H NMR spectra of this compound appears as a rotameric mixture (65:35, rotamer A: rotamer B): 1H NMR (CDCl3) delta: 9.16, (d, J=2.0 Hz, 1H, rotamer A), 8.84, (dd, J=2.0, 8.4 Hz, 1H, rotamer A), 8.64, (d, J=2.0 Hz, 1H, rotamer B), 8.50, (dd, J=2.0, 8.4 Hz, 1H, rotamer B), 7.96, (d, J=8.4 Hz, 1H, rotamer A), 7.86, (d, J=8.4 Hz, 1H, rotamer B), 4.93, (s 1H, rotamer A), 3.74, (2d, J=11.8 Hz, 2H, rotamer B), 2.77, (s 1H, rotamer A), 2.72, (s 1H, rotamer B).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1721-12-6, 1-(2-Methylpyridin-3-yl)ethanone, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; Merck & Co., Inc.; US6291491; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem