Some common heterocyclic compound, 58313-23-8, name is Ethyl-3-iodobenzoate, molecular formula is C9H9IO2, 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. Recommanded Product: Ethyl-3-iodobenzoate
[6-(Methyloxy)-l-benzothien-2-yl]boronic acid (1.2 g, 5.77 mmol), ethyl-3- iodobenzoate (1.1 mL, 6.53 mmol), sodium carbonate (2 M) (6 mL, 12 mmol), tetrakis(triphenylphosphine)palladium(0) (0.241 g, 0.21 mmol), and toluene (30 mL) were combined and the stirred reaction mixture was heated at reflux for 3 h under a nitrogen atmosphere. The reaction mixture was allowed to stand at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The aqueous phase was separated and extracted with ethyl acetate. The organic extracts were combined, dried over magnesium sulfate, filtered, and the filtrate was concentrated to give an oil. The crude product was purified by flash chromatography over silica with a hexanes:ethyl acetate gradient (100:0 to 95:5) to give 0.90 g (50%) of ethyl 3-[6-(methyloxy)-l-benzothien-2-yl]benzoate as a white solid. 1H NMR (400 MHz, DMSO-J6): delta 8.19 (s, IH), 8.00 (d, J = 8 Hz, IH), 7.90 (d, J = 8 Hz, IH), 7.87 (s, IH), 7.74 (d, J = 9 Hz, IH), 7.60 (t, J = 8 Hz, IH), 7.57 (d, J = 2 Hz, IH), 7.01 (dd, J = 9, 2 Hz, IH), 4.35 (q, J = 7 Hz, 2H), 3.82 (s, 3H), 1.33 (t, J = 7 Hz, 3H). ESI- LCMS m/z 313 (M+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 58313-23-8, its application will become more common.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/5998; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com