We want to obtain 1,3,5- triarylbenzenes starting from acetophenones and their cyclocondensation reactions. Preferably should be used atmospheric conditions for this reaction. Solvent or solvent free procedures are welcome.
Thanks for the kind answers Prof. Päch and Prof. Chernii. At the moment we have employed the (HSO4)B catalyst but some compounds are difficult to prepare in this way. Best regards. Hiram
The aryl methyl ketone (0.3 mol) and trimethyl orthoformate (0.33 mol, 36 mL) mixture was initially cooled in an ice bath (-10 – 0 ºC) and after was added p-toluenesulfonic acid monohydrate (2 mmol, 0.38 g). The mixture was allowed kept room temperature overnight, then mixture was distilled at atmospheric pressure until no more MeOH is generated (24-48 h). The residue was crystallized from ethanol solutions furnishing yellow solids (yields and characterization data are shown in Table 1). A key to success for obtaining pure 1, 3, 5-triarylbenzenes is reaction time enough to allows the conversion of the acetal to the enol ether which will condense to products.
Thanks Prof. Flores, this procedure is interesting, since the employment of orthoformates is well known to generate condensation products, plus pTsOH should enhance the condensating power in the mixture. Best regards. Hiram
Thanks Prof. Amer, I´ll check these references that you kindly provide me. Best regards.
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