Related Products of 328-73-4,Some common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3F6I, 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.
The compound represented by the formula (1d) was synthesized by the following method.First, in the four-necked flask purged with argon by the following procedure,3,5-dibromo-2-cyclohexyloxythiophene[Document description: K.K. Morimitsu, K.M. Shibata, S. Kobatake, M.M. Irie, J.M. Org. Chem. , 67, 4574-4578 002)] 1.2 g (3.4 mmol)Dissolve in 60 mL of anhydrous tetrahydrofuran,Cooled to -80 C. 1.6 M n-butyllithium hexane solution 2.4 mL (3.8 mmol) was slowly added dropwise,Stir for 1 hour. Next, tributyl borate 1.1 mL(4.1 mmol) was slowly added dropwise and stirred for 1 hour.Add water to stop the reaction, return to room temperature,3,5-bis (trifluoromethyl) iodobenzene 1.2 g (3.4 mmol), Pd (PPh3) 4 80 mg,Add 6.0 mL of 20 wt% sodium carbonate aqueous solution,The set temperature of the oil bath was 80 C. and refluxed for 7 hours.After returning to room temperature, neutralize with dilute hydrochloric acid,Extracted with diethyl ether.After washing the organic layer with saturated aqueous sodium chloride solution,Add magnesium sulfate and dry,The magnesium sulfate was removed by filtration and concentrated.Then, it isolate | separates by silica gel column chromatography (Rf = 0.3) using hexane as a developing solvent, and HPLC.(Developing solvent: hexane)Yield 1.1g, Yield 66%
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-3,5-bis(trifluoromethyl)benzene, its application will become more common.
Reference:
Patent; Osaka City University; Obata, Makoto; (25 pag.)JP2019/151632; (2019); A;,
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