Electric Literature of 4897-68-1,Some common heterocyclic compound, 4897-68-1, name is 1-Bromo-2-iodo-4-methoxybenzene, molecular formula is C7H6BrIO, 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.
General procedure: To a solution of Pd(OAc)2 (101 mg, 0.45 mmol ), PPh3 (354 mg, 1.35 mmol), K2CO3 (2.76 g, 20.0 mmol) in DME (30 mL) and H2O (10 mL) at room temperature under argon was added 9c (3.0 g, 11 mol). The resulting solution was stirred for 10 min, then 8 (2.83 g, 10.0 mmol) was added, and the solution was heated at reflux for 23 h and monitored by TLC. The resulting solution was cooled to room temperature, EtOAc (100 mL) was added, and the solution was washed with a saturated brine solution and water, and dried over anhydrous Na2SO4. Following evaporation of the solvent under reduced pressure, the residue was purified by chromatography on a silica gel column eluted with hexane/EtOAc (150:1) to yield 10c (2.84 g, 91%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-iodo-4-methoxybenzene, its application will become more common.
Reference:
Article; Wu, Anhui; Xu, Daiwang; Lu, Ding; Penning, Trevor M.; Blair, Ian A.; Harvey, Ronald G.; Tetrahedron; vol. 68; 35; (2012); p. 7217 – 7233;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com