Abstract
A highly convenient method has been developed for the synthesis of 2-(ethynyloxy) napthaene-1-carbaldehyde and its derivatives. Substituted naphthalene derivatives, having hydroxyl and carbonyl group, in the presence of K2CO3 base, react with propargyl bromide. Not only the product was obtained in good yield, but also the low cost and easy availability of the starting materials makes this synthesis a convenient one. In micellar solution, organic substrates are pushed away from water molecules towards the hydrophobic core of micelle droplets, thus inducing efficient collisions between organic substrates that eventually enhance the reaction rate and yield, which is ten times greater and two and half hours lesser time than in absence of micellar medium. An electron withdrawing group favours the formation of a stable phenoxide ion, which in turn favours the formation of product. The product is confirmed by FT-IR, 1H-NMR, and MASS spectroscopy. A green and useful method has been developed for the O-alkylation of aryl in aqueous surfactant media.
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SM and SM are grateful to RGNF UGC, New Delhi for financially supporting their research.
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Mandal, S., Mandal, S., Biswas, S. et al. Synthesis of 2-(ethynyloxy)naphthaene-1-carbaldehyde using 2-hydroxy benzyl alcohol and propargyl bromide in aqueous micellar media. Res Chem Intermed 44, 2169–2177 (2018). https://doi.org/10.1007/s11164-017-3221-z
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DOI: https://doi.org/10.1007/s11164-017-3221-z