Safe and fast flow synthesis of functionalized oxazoles with molecular oxygen in a microstructured reactor

• Verfasst von: Bay, Sarah [VerfasserIn]
• Verfasst von: Baumeister, Tobias [VerfasserIn]
• Verfasst von: Hashmi, A. Stephen K. [VerfasserIn]
• Verfasst von: Röder, Thorsten [VerfasserIn]
• Titel: Safe and fast flow synthesis of functionalized oxazoles with molecular oxygen in a microstructured reactor
• Verf.angabe: Sarah Bay, Tobias Baumeister, A. Stephen K. Hashmi, and Thorsten Röder
• Umfang: 8 S.
• Fussnoten: Gesehen am 20.09.2017
• Titel Quelle: Enthalten in: Organic process research & development
• Jahr Quelle: 2016
• Band/Heft Quelle: 20(2016), 7, S. 1297-1304
• ISSN Quelle: 1520-586X
• DOI: doi:10.1021/acs.oprd.6b00118
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1563668734

Abstract

The synthesis of hydroperoxymethyl oxazoles by oxidation of alkylideneoxazoles with molecular oxygen was implemented in a microstructured reactor for increased safety and larger-scale applications. Elaborate studies on the influence of pressure and temperature were performed, and the apparent activation energy for the oxidation reaction was determined. Elevated temperatures up to 100 °C and pressures up to 18 bar(a) led to a conversion rate of approximately 90% within 4 h of the reaction time, thus displaying the high potential and beneficial effect of using a microreactor setup with liquid recycle loop for this oxidation. The in situ reduction of the generated hydroperoxide functionality shows the capability of this setup for follow-up transformations.