Adding a certain compound to certain chemical reactions, such as: 22236-10-8, name is 4-(Difluoromethoxy)aniline, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 22236-10-8, Safety of 4-(Difluoromethoxy)aniline
To a mixture of 9 (190 mg, 0.74 mmol), 4-(difluoromethoxy)aniline (5a, 130.5 mg, 0.82 mmol) and 4-(dimethylamino)pyridine (DMAP) (99.4 mg, 0.81 mmol) in dimethylformamide (DMF) (3 mL) was added N’-ethylcarbodiimide hydrochloride (EDO HC1 (156 mg, 0.81 mmol), the mixture was stirred at room temperature for 1 h. Then, 100 mL water was added to the reaction mixture to form off-white precipitate, which was collected on a filter to give an off- white solid. The solid was dissolved in ethyl acetate and dried over MgS04, filtered, and the solvent was removed by rotary evaporator. The crude product was purified by recrystallization from ethyl acetate/hexane to afford 2a as white solid (120.4 mg, 41% yield): mp. 174- 177 C; 1H NMR (500 MHz, CDC13) delta 0.92 (t, J = 7.5 Hz, 3H), 1.64 (m, 2H), 2.06 – 2.22 (m, 2H), 2.42 (t, = 7.5 Hz, 2H), 2.49 (t, = 6.9 Hz, 2H), 3.31 (t, = 5.7 Hz, 2H), 6.01 (s, 1H), 6.45 (t, = 74.0 Hz, 1H), 7.07 (d, J = 8.6 Hz, 2H), 7.55 (d, J = 8.6 Hz, 2H), 7.92 (s, 1H), 12.69 (s, 1H). 13C NMR (125 MHz, CDCI3) delta 13.8, 21.1, 24.8, 30.2, 35.5, 39.7, 107.8, 116.1(t, = 259 Hz), 120.6, 121.3, 135.6, 147.3, 160.2, 165.5, 169.9, 170.5; 19F NMR (376 MHz, CDCI3) delta -80.7; HRMS (ESI+) calcd for C18H22F2N3O3S [M + H]+ 398.1344, found 398.1345 (Delta = -0.03 ppm).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Difluoromethoxy)aniline, and friends who are interested can also refer to it.
Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; OJIMA, Iwao; ALFORD, Vincent; KAMATH, Anushree; CAO, Jian; REN, Xiaodong; SAMPSON, Nicole; AWWA, Monaf; (63 pag.)WO2018/175670; (2018); A1;,
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