Reference of 19821-80-8, A common heterocyclic compound, 19821-80-8, name is 1,3-Dibromo-2-iodobenzene, molecular formula is C6H3Br2I, 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.
2,6-dibromoiodobenzene (1.0 g, 2.8 mmol), 1-naphthaleneboronic acid (0.48 g, 2.8 mmol),Tetrakis(triphenylphosphine)palladium (0.33 g, 0.28 mmol), lithium hydroxidemonohydrate (0.46 g, 11 mmol) were charged into a flask, and purged 3 times with nitrogen,the degassed acetonitrile (100 mL) and degassed water (10 mL) were added, and stirred at 70C for 14 hunder nitrogen atmosphere. The reaction mixture was cooled to room temperature and diluted with EtOAcand H2O, then separated and the organic layer was dried over Na2SO4 and concentrated under reducedpressure. The residue was purified by column chromatography on silica gel to give the desired product(0.69 g, 69%). 1H NMR (500 MHz, CDCl3): 7.95-7.91(m, 2H), 7.71 (d, J = 8.0 Hz, 2H), 7.58 (t, J = 8.0Hz, 1H), 7.51 (t, J = 8.0 Hz, 1H), 7.43 (t, J = 8.0 Hz, 1H), 7.34-7.30 (m, 2H), 7.18 (t, J = 8.0 Hz, 2H);13C NMR (125 MHz, CDCl3) 141.5, 138.9, 133.5, 131.9, 130.9, 130.2, 128.6, 128.5, 127.0, 126.5, 126.1,125.5, 125.4, 124.9; HRMS (EI-TOF): Calcd for C16H10Br2, 359.9149; found 359.9152.
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; Zhou, Haifeng; Uozumi, Yasuhiro; Synlett; vol. 24; 19; (2013); p. 2550 – 2554;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com