The important role of 2,4-Dibromo-1-fluorobenzene

According to the analysis of related databases, 1435-53-6, the application of this compound in the production field has become more and more popular.

Synthetic Route of 1435-53-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1435-53-6 as follows.

General procedure: 8.3 1,3-Di(2′-methoxyphenyl)-4-fluorobenzene (11c): Starting with 10 (100 mg, 0.39 mmol), Cs2CO3 (253 mg, 0.78 mmol), Pd(PPh3)4 (3 mol%), 2-methoxyphenylboronic acid (94 mg, 78 mmol) and 1,4-dioxane (4 mL), 11c was isolated as a colorless solid (73 mg, 60%). Mp 99-100 C. 1H NMR (300 MHz, CDCl3): delta = 3.75, 3.75 (s, 3H, OCH3), 6.89-6.98 (m, 4H, ArH), 7.04-7.11 (m, 1H, ArH), 7.17-7.25 (m, 3H, ArH), 7.39-7.48 (m, 2H, ArH). 13C NMR (75 MHz, CDCl3): delta = 55.6, 55.7 (OCH3), 111.1 (CH), 111.2 (CH), 114.9 (d, J = 22.5 Hz, CH), 120.5 (CH), 120.9 (CH), 128.7 (2C), 125.7 (d, J = 15.8 Hz, C), 130.1 (d, J = 8.3 Hz, CH), 130.9 (2CH), 131.5 (2CH), 133.0 (d, J = 8.3 Hz, CH), 134.1 (d, J = 3.8 Hz, C), 157.1, 157.6 (C), 159.1 (d, J = 244.0 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -116.36 (CF). IR (ATR, cm-1): , 2959 (m), 2924 (m), 2852 (m), 2836 (m), 1577 (m), 1494 (s), 1455 (s), 1434 (m), 1390 (m), 1256 (m), 1228 (m), 1109 (m), 1022 (s), 825 (m), 792 (m), 825 (s), 792 (s), 748 (s), 625 (m), 597 (m), 544 (m). GC-MS (EI, 70 eV); m/z (%) = 308 (100) [M]+, 278 (13), 260 (6), 233 (10), 110 (3). HRMS (EI) calcd. for C20H17O2F[M]+: 308.12071; found 308.12018.

According to the analysis of related databases, 1435-53-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tamas; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
bromide – Wiktionary