Reference of 791642-68-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 791642-68-7, name is 4-Bromo-1-iodo-2-methoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
To a solution of 5-bromo-2-iodoanisole (533 mg, 1.30 mmol) and oxetan-3-one (0.12 mL, 2.0 mmol) in tetrahydrofuran (5 mL) at -78 C. followed by the addition of n-butyl lithium (2.5M in hexane, 0.56 mL, 1.4 mmol) dropwise over 5 minutes. The reaction mixture was stirred at -78 C. for 2 hours. The reaction mixture was quenched with saturated aqueous ammonium chloride, warmed to room temperature and extracted two times with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated under reduced pressure yielding 476 mg of crude material. The crude material was purified using the Biotage Isolera One (SNAP 25 g silica gel column) and eluting with a gradient of 0-70% ethyl acetate/heptane yielding 137 mg (41% yield) of the title compound. 1H NMR (500 MHz, CDCl3) delta 7.15 (dd, J=8.1, 1.7 Hz, 1H), 7.13 (d, J=8.1 Hz, 1H), 7.07 (d, J=1.5 Hz, 1H), 4.99 (d, J=7.1 Hz, 2H), 4.84 (d, J=7.3 Hz, 2H), 3.87 (s, 3H)
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Bromo-1-iodo-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com