Synthetic Route of 103962-05-6, 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. 103962-05-6 name is 1-Iodo-4-(trifluoromethoxy)benzene, This 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.
Example 14 Preparation of 3-(4-nitrophenethyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (C41) To a 100 mL flask were added 3-(4-nitrophenethyl)-1H-1,2,4-triazole (C38) (6.50 g, 29.8 mmol), potassium carbonate (8.23 g, 59.6 mmol), and copper(I) chloride (0.590 g, 5.96 mmol). The flask was sealed and placed under inert atmosphere, then N,N-dimethylformamide (99 mL), N1,N2-dimethylethane-1,2-diamine (1.28 mL, 11.9 mmol), and 1-iodo-4-(trifluoromethoxy)benzene (6.99 mL, 44.7 mmol) were added. The reaction mixture was stirred in a heating block warmed to 100 C., overnight. The reaction mixture was cooled to room temperature and poured into brine solution. The aqueous layer was extracted with ethyl acetate (3*100 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated. The resulting residue was purified by flash chromatography using 0-70% ethyl acetate/hexanes as eluent to provide the title compound (8.97 g, 79%): 1H NMR (400 MHz, DMSO-d6) delta 9.23 (s, 1H), 8.21-8.07 (m, 2H), 7.99-7.87 (m, 2H), 7.55 (dd, J=8.8, 1.8 Hz, 4H), 3.20 (dd, J=8.2, 6.2 Hz, 2H), 3.15-3.04 (m, 2H); 19F NMR (376 MHz, DMSO-d6) delta -57.06; 13C NMR (101 MHz, DMSO-d6) delta 163.73, 149.34, 146.85, 145.93, 142.91, 135.61, 129.69, 123.81, 123.30, 122.46, 121.26, 120.76, 118.71, 116.14, 32.94, 28.62; ESIMS m/z 379 ([M+H]+).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-4-(trifluoromethoxy)benzene, and friends who are interested can also refer to it.
Reference:
Patent; Dow AgroSciences LLC; Giampietro, Natalie C.; Crouse, Gary D.; Sparks, Thomas C.; Demeter, David A.; (145 pag.)US2017/64962; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com