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Flow Chemistry under Extreme Conditions: Synthesis of Macrocycles with Musklike Olfactoric Properties

Alexandra Seemann, Johannes Panten, Andreas Kirschning

2021The Journal of Organic Chemistry18 citationsDOI

Abstract

Starting from small cyclic ketones, continuous flow synthesis is used to produce medium-sized rings and macrocycles that are relevant for the fragrance industry. Triperoxides are important intermediates in this process and are pyrolyzed at temperatures above 250 °C. The synthesis is carried out in two continuously operated flow reactors connected by a membrane-operated separator. The practicality of flow chemistry is impressively demonstrated in this work by the use of hazardous reagent mixtures (30% H2O2, 65% HNO3) and the pyrolysis of no less problematic peroxides. All new macrocycles were tested for their olfactory properties in relation to musk.

Topics & Concepts

ChemistryFlow chemistryReagentPyrolysisSeparator (oil production)Continuous flowHazardous wasteOrganic chemistryCombinatorial chemistryChemical engineeringBiochemical engineeringCatalysisThermodynamicsPhysicsEcologyEngineeringBiologyInnovative Microfluidic and Catalytic Techniques InnovationOxidative Organic Chemistry ReactionsAnalytical Chemistry and Chromatography
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