Reference of 328-73-4, These common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, 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.
General procedure: In a typical experiment Pd(OAc)2 (5.6 mg, 0.025 mmol), triphenylphosphine (13.1 mg, 0.05 mmol), iodobenzene (1a) (110mL,1.0 mmol) (or an other iodoaromatics, 1b-1r) (1.0 mmol), nucleophile 2 (180.2 mg, 1.2 mmol) or 4 (198.3 mg, 1.2 mmol) and triethylamine (0.5 mL) were dissolved in DMF (10 mL) under argon in a 100 mL three-necked flask equipped with a gas inlet, reflux condenser with a balloon (filled with argon) at the top. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 70 °C (either 50 °C or 30 °C) and analysed by GC-MS (internal standard: dodecane). The cooled reaction mixture was then concentrated and evaporated to dryness under reduced pressure. Method A. (3b-3d, 3f, 3k, 3n-3p, 5n, 5r): The residue was dissolved in chloroform (15 mL) and washed three times with water(30 mL). The organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure to a solid material. Aforesaid compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200 mm), EtOAc/CHCl3 eluent mixtures (the exact ratios are specified in Characterization for each compound; isolated yields are not optimised). Method B. (3a, 3e, 3g-3j, 3l, 3m, 3q, 3r, 5a-5m, 5o-5q): Toluene (15 mL) was added to the residue, the insoluble material (product) was filtered, washed with water on the filter and dried. The powder-like material was dissolved in methanol, the palladium black was filtered off and methanol was evaporated.
The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Gergely, Mate; Kollar, Laszlo; Tetrahedron; vol. 75; 13; (2019); p. 2027 – 2036;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com