Synthetic Route of 69113-59-3, A common heterocyclic compound, 69113-59-3, name is 3-Iodobenzonitrile, molecular formula is C7H4IN, 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.
Add trimethylsilylacetylene (3. 4 mL, 24. 0 mmol) to a mixture of bis (triphenylphosphine) palladium (II) dichloride (766 mg, 1. 1 mmol), copper (I) iodide (418 mg, 2. 2 mmol) and 3-iodobenzonitrile (5 g, 21. 8 mmol) in triethylamine (20 mL). Upon addition of the trimethylsilylacetylene an exothermic reaction occurs and after about 4 min the reaction mixture solidifies. Cool the reaction mixture for about 15 min, dilute with ethyl acetate (100 mL), filter through fluted filter paper using ethyl acetate and concentrate. Dissolve the residue in ethyl acetate (200 mL) and wash sequentially with an aqueous solution of 0. 1 N hydrochloric acid and a saturated aqueous solution of sodium chloride. Dry (sodium sulfate), filter and concentrate. Purify the residue by silica gel chromatography, eluting with 0 : 100 to 5 : 95 ethyl acetate : hexanes, to give the title compound as a tan solid (3. 6 g, 83%). 1H NMR (400 MHz, CDC13) 8 0. 29 (s, 9H), 7. 45 (t, J = 8. 0 Hz, 1H), 7. 60-7. 63 (m, 1H), 7. 68-7. 71 (m, 1H), 7. 77-7. 78 (m, 1H). LC-MS (ES) : m/z = 200. 0 [M+H+.
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:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com