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【Vapourtec】Application Note 41 – Photochemical hydrogenation of 3-nitroacetophenone

Photochemical hydrogenation of 3-nitroacetophenone

Photo catalyzed nitro reductions have previously been published under batch conditions leading to a time consuming and somewhat inefficient process. Some methods for this reaction in batch include stirring a suspension of TiO2 with continuous exposure to a UV lamp in excess of many hours. However, if continuous flow chemistry is applied, the advantages to scale reactions and rapidly determine optimized conditions, which have been well documented, could further improve efficiency for this reaction and decrease the reaction time greatly.

 

Abstract

This application note demonstrates a green photochemical route to the reduction of nitro compounds. The powerful combination of Vapourtec’s V-3 pump and the UV-150 photochemical reactor are utilized to deliver the photo catalyst as a slurry and provide precise control over the continuous flow photochemical reaction, even with short reaction times of less than 1 minute. The TiO₂ photo catalyst is safe, cheap and simple to remove by filtration. We also present a fascinating comparison of the performance of three different 365 nm light sources; filtered mercury lamp, LED Gen-1 and LED Gen-2. The Gen-2 LED achieved comparable throughput to the mercury lamp while consuming <50% of the power.

*See Mahdavi et. al. for suggested reaction mechanisms

 

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