The origin of a common compound about C7H6BrIO

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.

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. 74128-84-0, name is 2-Bromo-1-iodo-3-methoxybenzene, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-1-iodo-3-methoxybenzene

A mixture of 1-ethynyl-2-methylnaphthalene (3b) (500 mg, 3.6 mmol), 2-bromo-1-iodo-3-methoxybenzene (1.1 g, 3.6 mmol), Pd(PPh3)2Cl2 (105 mg, 0.15 mmol) and CuI (29 mg, 0.15 mmol), Et3N (5 mL) in THF (20 mL) was heated at 60 C for 2 h under nitrogen. The reaction mixture was cooled to room temperature and filtered through celite, and the precipitate was washed with ether. The organic layer was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography with ether and hexane (1 : 10) to give the title compound (661 mg, 63%) colorless crystals. mp 116-117 C; 1H-NMR (400MHz, CDCl3) delta8.56 (1H, d, J = 8.4 Hz), 7.82 (1H, d, J = 8.0 Hz), 7.76 (1H, d, J = 8.4 Hz), 7.59 (1H, t, J = 7.2 Hz), 7.47 (1H, t, J = 7.2 Hz), 7.38 (1H, d, J = 8.0 Hz), 7.34 (1H, d, J = 7.2 Hz), 7.30 (1H, t, J = 8.0 Hz), 6.90 (1H, d, J = 7.2 Hz), 4.08 (3H, s), 3.94 (3H, s); 13C-NMR (100MHz, CDCl3) delta156.6, 140.1, 133.8, 131.7, 128.7, 128.20, 128.18, 128.1, 127.6, 127.1, 126.2, 125.72, 125.67 119.2, 114.9, 111.7, 97.4, 91.4, 56.6, 21.8; IR (CHCl3)2936, 2837, 2203 cm-1; MS (EI) m/z (%, fragment) = 350 (100, M+), 307 (3.3, M+, -CH3O), 270 (7.2, M+,-Br); HRMS calcd for C20H15BrO: 350.0306. found 350.0314. Anal. Calcd for C20H15BrO: C, 68.39; H, 4.30. Found: C, 68.55; H, 4.03.

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; Kadoya, Nobuaki; Murai, Masato; Ishiguro, Masako; Uenishi, Jun’Ichi; Uemura, Motokazu; Tetrahedron Letters; vol. 54; 6; (2013); p. 512 – 514;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com