Abstract
Herein, we report the chromatography-free synthesis of 2-hydroxy-3-octyloxybenzaldehyde by the alkylation of 2,3-dihydroxybenzaldehyde as a promising precursor for new SalEn-type complexes with transition metals. The structure of the product is elucidated by means of 1H and 13C-NMR spectra, high-resolution mass spectrometry with electrospray ionization (ESI-HRMS) and Fourier-transform infrared spectroscopy (FTIR).
Highlights
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The 2hydroxy-3-octyloxybenzaldehyde is a promising material in the field of biomedicine, since alkyl-substituted salicylic acids are actively used as selective ligands of the cannabinoid CB2 receptor and are an intermediate product of salviandic acid, which has a therapeutic effect in coronary heart disease [17,18,19]
In the framework of the development of thermoresistant and temperature-switchable conductive polymers, here, we present the synthesis and characterization of a new NiSalen precursor, 2-hydroxy-3-octyloxybenzaldehyde, obtained by direct alkylation of 2,3-dihydroxybenzaldehyde with octyl bromide for further targeted modification of polymer structures
Summary
3-substituted salicylaldehyde; 2-hydroxy-3-octyloxybenzaldehyde was considered as a precursor for the preparation of NiSalEn-bearing octyl chains [13,14,15,16]. The 2hydroxy-3-octyloxybenzaldehyde is a promising material in the field of biomedicine, since alkyl-substituted salicylic acids are actively used as selective ligands of the cannabinoid CB2 receptor and are an intermediate product of salviandic acid, which has a therapeutic effect in coronary heart disease [17,18,19]. In the framework of the development of thermoresistant and temperature-switchable conductive polymers, here, we present the synthesis and characterization of a new NiSalen precursor, 2-hydroxy-3-octyloxybenzaldehyde, obtained by direct alkylation of 2,3-dihydroxybenzaldehyde with octyl bromide for further targeted modification of polymer structures. To avoid the time- and material-consuming chromatographic separation, we developed an alternative isolation route via the template approach with the complexation of the target product.
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