Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, A new synthetic method of this compound is introduced below., name: 1,4-Dibromo-2-fluorobenzene
General procedure: 6.19 1-Bromo-4(4′-vinylphenyl)-2-fluorobenzene (8e): Starting with 6 (100 mg, 0.39 mmol), Cs2CO3 (190 mg, 0.50 mmol), Pd(PPh3)4 (3 molpercent), 4-vinylphenylboronic acid (57 mg, 0.39 mmol) and 1,4-dioxane (4 mL), 8e was isolated as a colorless solid (49 mg, 45percent). Mp 338-340 °C. 1H NMR (300 MHz, CDCl3): delta = 5.03 (d, J = 2.3 Hz, 1H, CH), 5.58 (d, J = 4.3 Hz, 1H, CH), 6.52 (q, J = 3.7 Hz, 1H, CH), 7.00-7.13 (m, 3H, ArH), 7.23-7.35 (m, 4H, ArH). 13C NMR (75.46 MHz, CDCl3): delta = 114.5 (CH), 114.9 (CH), 123.5 (d, J = 4.3 Hz, CH), 126.4 (CH), 126.8 (CH), 126.9 (CH), 128.9 (d, J = 3.2 Hz, CH), 133.7 (CH), 136.1 (CH), 136.3 (d, J = 19.6 Hz, C), 137.5 (C), 137.6 (d, J = 2.4 Hz, C), 142.1 (d, J = 7.4 Hz, C), 159.4 (d, JCF = 243.3 Hz, CF). 19F NMR (282.4 MHz, CDCl3): delta = -107.1 (CF). IR (ATR, cm-1): , 2852 (w), 2368 (w), 2165 (w), 2046 (w), 1977 (w), 1711 (m), 1605 (w), 1573 (w), 1521 (w), 1486 (w), 1432 (w), 1359 (m), 1301 (w), 1219 (m), 1186 (w), 1116 (w), 1090 (w), 1006 (w), 989 (w), 905 (w), 878 (w), 814 (m), 771 (w), 721 (w), 668 (w), 622 (w), 578 (w), 529 (w). MS (EI, 70 eV); m/z (percent) = 278 (96) (81Br) [M]+, 276 (100), 277 (18), 196 (41), 170 (14), 158. HRMS (EI) calcd. for C14H1081BrF [M]+: 277.99240; found 277.99241.
The synthetic route of 1435-52-5 has been constantly updated, and we look forward to future research findings.
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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