Related Products of 870837-18-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.
Under ice-cooling, L-selectride (1.3 mL, 1.02 M tetrahydrofuran solution) was added dropwise into a tetrahydrofuran (13 mL) solution containing (6S,8aR)-1,1-cyclopropyl-6-(3,4,5-trifluorophenyl)tetrahydropyrrolo[2,1-c][1,4]oxazine-3,4-dione (377 mg). Stirring was continued for 40 minutes at the same temperature. A 5 N sodium hydroxide solution (251 muL) was added to the reaction solution, and stirring was continued for 10 minutes at 0 C., and next hydrogen peroxide solution (245 muL, 35% solution) was added, and stirring was continued for 10 minutes at 0 C. Sodium bisulfite (260 mg) was added, and after stirring for 20 minutes at room temperature, ethyl acetate and brine were added, and the organic layer was partitioned. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum. Acetonitrile (13 mL) and triphenyl phosphonium bromide (439 mg) were added to the residue, and the resultant was heated under reflux for 1 hour. The resultant was returned to room temperature, and 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (299 mg) and triethylamine (348 {L) were added, and stirring was continued for 12 hours at room temperature. Ethyl acetate and brine were added to the reaction solution, and the organic layer was partitioned. The resultant was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum. The residue was crudely purified by silica gel column chromatography (carrier: Chromatrex NH, eluting solvent: hexane/ethyl acetate?ethyl acetate). A crude material (100 mg) containing the title compound was obtained. The resulting crude material (20 mg) was purified by Daicel CHIRALPAK IA (2cm¡Á25 cm: transition phase; hexane/ethanol 1/1), and the title compound (3.8 mg) was obtained. The physical property values are as follows.ESI-MS; m/z 496 [M++H]. 1H-NMR (CDCl3) delta (ppm): 0.91-0.96 (m, 1H), 1.01-1.13 (m, 2H), 1.32-1.41 (m, 2H), 1.82-1.94 (m, 2H), 2.29 (s, 3H) 2.37-2.46 (m, 1H), 3.83 (s, 3H), 4.61 (dd, J=11.6, 4.8 Hz, 1H), 5.18 (d, J=8.8 Hz, 1H), 6.80 (s, 1H), 6.86 (dd, J=8.0, 6.0 Hz, 2H), 6.91 (dd, J=1.2, 1.2 Hz, 1H), 7.18 (d, J=8.0 Hz, 1H), 7.26 (dd, J=8.4, 1.6 Hz, 1H), 7.36 (d, J=1.2 Hz, 1H), 7.70 (d, J=1.6 Hz, 1H).
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, 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; KIMURA, Teiji; Kawano, Koki; Doi, Eriko; Kitazawa, Noritaka; Takaishi, Mamoru; Ito, Koichi; Kaneko, Toshihiko; Sasaki, Takeo; Sato, Nobuaki; Miyagawa, Takehiko; Hagiwara, Hiroaki; US2008/207900; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem