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. 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, A new synthetic method of this compound is introduced below., Formula: C6Br2F4
4-Bromo-5-methyl-2-phenylthiazole6 (1.2 g, 4.7 mmol) was dissolved in anhydrous THF (20 mL) under argon atmosphere. 1.6 M n-BuLi hexane solution (3.0 mL, 4.8 mmol) was slowly added dropwise to the solution at -78 C, and the mixture was stirred for 1.5 h. Tri-n-butyl borate (1.3 mL, 4.8 mmol) was slowly added to the solution at the temperature, and the mixture was stirred for 2.5 h. An adequate amount of distilled water was added to the mixture to quench the reaction. 1,2-Dibromotetrafluorobenzene (640 mg, 2.1 mmol), tetrakis(triphenylphosphine)palladium(0) (160 mg, 0.14 mmol), and 20 wt% Na2CO3 aqueous solution (7.5 mL) were added to THF (30 mL), and the mixture was refluxed for 6 h. The reaction mixture was neutralized by HCl aqueous solution, extracted with ether, washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified by column chromatography on silica gel using n-hexane as the eluent to give 160 mg of 2a in 15% yield based on 1,2-dibromotetrafluorobenzene. The 1H and 13C NMR spectra of 2a are shown in Figure S1. 2a: 1H NMR (300 MHz, CDCl3, TMS) delta = 2.29 (s, 6H, CH3), 7.27-7.37 (m, 6H, Aromatic H), 7.67-7.73 (m, 4H, Aromatic H). 13C NMR (75 MHz, CDCl3) delta = 12.1, 126.3, 128.9, 129.9, 133.4, 133.5, 142.7, 164.5. HR-MS (MALDI) m/z = 497.0762 (MH+). Calcd for C26H17F4N2S2+ = 497.0764.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Hamatani, Shota; Kitagawa, Daichi; Kobatake, Seiya; Nakahama, Tatsumoto; Tetrahedron Letters; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary