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, COA of Formula: C7H7F2NO
5.1 Methyl 4-({[2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-iodo-1H-imidazol-5-yl]carbonyl}amino)benzoate (5t) To a solution of 4 (56.08 g, 100 mmol) in CH2Cl2 (1.3 L) were added (COCl)2 (16.5 g, 130 mmol) and DMF (5 ml) at 0 C. The reaction mixture was stirred at room temperature for 4 h and concentrated under reduced pressure. The residue was azeotroped with toluene and redissolved in toluene (1.3 L). To this solution was added DIPEA (38.8 g, 300 mmol) followed by methyl 4-aminobenzoate (19.7 g, 130 mmol). The reaction mixture was stirred at room temperature for 12 h. The reaction mixture was then quenched with saturated NH4Cl aqueous solution, extracted with EtOAc, washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography to give 5t (54.63 g, yield 79%) as a white amorphous. 1H NMR (300 MHz, CDCl3) delta 8.30 (br s, 1H), 8.01 (d, J = 8.7 Hz, 2H), 7.62 (d, J = 8.7 Hz, 2H), 7.39-7.36 (m, 1H), 7.22-7.13 (m, 2H), 6.82-6.78 (m, 1H), 5.58 (d, J = 16.2 Hz, 1H), 5.50 (d, J = 16.2 Hz, 1H), 4.93-4.90 (m, 1H), 3.90 (s, 3H), 3.77 (br s, 1H), 3.31 (dd, J = 3.3, 12.0 Hz, 1H), 2.93-2.84 (m, 3H), 1.78-1.54 (m, 4H), 1.49 (s, 9H); HRMS (ESI) [M+H]+ calcd for C29H34O5N5ClI 694.1288, found 694.1272; IR (ATR): 1714, 1675, 1591, 1513, 1434, 1405, 1311, 1280, 1243, 1222, 1172, 1110, 1060 cm-1; Anal. calcd for C29H33O5N5ClI: C, 50.19; H, 4.79; N, 10.09, found: C, 50.52; H, 4.95; N, 9.92.
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:
Article; Ikuma, Yohei; Hochigai, Hitoshi; Kimura, Hidenori; Nunami, Noriko; Kobayashi, Tomonori; Uchiyama, Katsuya; Furuta, Yudai; Sakai, Mutsuko; Horiguchi, Masakuni; Masui, Yumi; Okazaki, Kazuhiko; Sato, Yasuhiro; Nakahira, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 20; 19; (2012); p. 5864 – 5883;,
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Ether | (C2H5)2O – PubChem