These common heterocyclic compound, 31599-61-8, name is 4-Iodo-1,2-dimethylbenzene, 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. COA of Formula: C8H9I
Charged 1-iodo-3,4-dimethylbenzene (10.0 grams, 43.09 mmol, MW: 232.06), di(ethylene glycol) monohexylether (16.39 grams, 86.18 mmol, MW: 190.28), cesium carbonate, (21.23 grams, 64.60 mmol, MW: 328.5), 1,10-phenathroline (1.55 grams, 4.58 mmol, MW: 180.21), copper (1) iodide (0.447 grams, 2.29 mmol, MW: 195.01) and 50 milliliters of dry xylene in 350 milliliter three necked round bottom flask. The reaction mixture was heated with stirring at 140 C. for 24 hours under nitrogen. The resulting suspension was cooled to room temperature and filtered through celite and alumina. The low boiling (xylene) component removed by rotary evaporator and high boiling component by air bath oven at 180 C. under high vacuum. The residue was purified by flask chromatography on silica gel with hexane. The final yellow product was yielded 7.6 grams (60%). The product 13C NMR analysis suggests the formation of aryl ether product. 13C NMR (CDCl3): 157.42, 137.68, 130.34, 128.57, 116.37, 111.50, 71.64, 70.87, 70.15, 69.88, 67.46, 31.75, 29.68, 25.84, 22.66, 20.06, 18.79, 14.08.
The synthetic route of 4-Iodo-1,2-dimethylbenzene has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ExxonMobil Research and Engineering Company; Patil, Abhimanyu O.; Bodige, Satish; (23 pag.)US2017/137735; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com