Electric Literature of 1435-52-5, These common heterocyclic compound, 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: 6.16 1-Bromo-4(4′-methoxyphenyl)-2-fluorobenzene (8b): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 molpercent), 4-methoxyphenylboronic acid (59.3 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 8b was isolated as a colorless oil (67 mg, 60percent). 1H NMR (300 MHz, CDCl3): delta = 3.77 (s, 3H, OCH3), 6.90 (td, J = 8.85, 2.18 Hz, 2H, ArH), 7.20-7.27 (m, 3H, ArH), 7.34-7.39 (m, 2H, ArH). 13C NMR (75.46 MHz, CDCl3): delta = 55.3 (OCH3), 114.1 (2CH), 119.6 (d, J = 25.9 Hz, CH), 120.5 (d, J = 9.5 Hz, C), 127.6 (d, J = 3.70 Hz, C), 128.5 (d, J = 12.4 Hz, CH), 129.9 (d, J = 2.8 Hz, CH), 131.4 (d, J = 4.07 Hz, CH), 131.9 (d, J = 2.77 Hz, C), 132.1 (d, J = 9.8 Hz, CH), 159.4 (C), 159.5 (d, JCF = 251 Hz, C). 19F NMR (282.4 MHz, CDCl3): delta = -115.31 (CF). IR (ATR, cm-1): , 2999 (w), 2922 (w), 2835 (w), 2712 (w), 2550 (w), 2158 (w), 2048 (w), 1980 (w), 1891 (w), 1607 (m), 1518 (m), 1477 (s), 1390 (m), 1264 (m), 1247 (s), 1178 (s), 1112 (m), 1037 (m), 963 (w), 869 (s), 807 (s), 719 (m), 636 (w), 570 (m), 539 (s). MS (EI, 70 eV): m/z (percent) = 281 (13) [M]+, 280 (100), 267 (30), 265 (31), 239 (29), 158 (15), 157 (35). HRMS (EI) calcd. for C13H10OBrF [M]+: 281.98731; found 281.98769.
Statistics shows that 1,4-Dibromo-2-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1435-52-5.
Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
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