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Updated: Dec 31, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
An optimized method for synthesis and purification of 1,1,6-trimethyl-1,2-dihydronaphthalene (TDN)
Alexey Dobrydnev1, Andrii Tarasov2, Nikolaus Müller3
1Department of Organic Chemistry, Faculty of Chemistry, Taras Shevchenko National University of Kyiv, Lva Tolstoho Str. 12, 01033 Kyiv, Ukraine.
Abstract:
1,1,6-Trimethyl-1,2-dihydronaphthalene (TDN), an aroma compound present in wine, is used for sensory and physicochemical analyses. Therefore, synthesis of TDN of high purity is required for these purposes. Optimization of TDN synthesis in order to facilitate its subsequent purification was described. As a result, ≥99.5 % of TDN purity was reached. •The possibility of using both α-ionone and β-ionone as starting substances was demonstrated•Modifications of the use of reagents in the second and third steps of TDN synthesis were proposed.
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