Abstract
In this work, the kinetics of Meerwein–Ponndorf–Verley chemoselective reduction of carbonyl compounds was studied in monolithic continuous-flow microreactors. To the best of our knowledge, this is the first report on the MPV reaction kinetics performed in a flow process. The microreactors are a very attractive alternative to the batch reactors conventionally used in this process. The proposed micro-flow system for synthesis of unsaturated secondary alcohols proved to be very efficient and easily controlled. The microreactors had reactive cores made of zirconium-functionalized silica monoliths of excellent catalytic properties and flow characteristics. The catalytic experiments were carried out with the use of 2-butanol as a hydrogen donor. Herein, we present the kinetic parameters of cyclohexanone reduction in a flow reactor and data on the reaction rate for several important ketones and aldehydes. The lack of diffusion constraints in the microreactors was demonstrated. Our results were compared with those from other authors and demonstrate the great potential of microreactor applications in fine chemical and complex intermediate manufacturing.
Highlights
A reduction of carbonyl bond is a widespread route for the synthesis of alcohols
The Meerwein–Ponndorf–Verley (MPV) reaction is an attractive method of synthesizing unsaturated alcohols from ketones or aldehydes using secondary alcohols instead of gaseous hydrogen
In our previous works [17,18,19], we demonstrated excellent activity of zirconium-doped silica monolithic silica monolithic microreactors in cyclohexanone reductions and their improved performance microreactors in cyclohexanone reductions and their improved performance compared with the batch compared with the batch process
Summary
A reduction of carbonyl bond is a widespread route for the synthesis of alcohols. the reaction, classically catalyzed by noble metals and carried out in the presence of molecular hydrogen, reveals significant limitations, including low selectivity, high sensitivity to sulfur-containing substrates, and high-pressure requirements. In the active catalysts for MPV reduction, zirconium has been shown to be one of the most promising. We present the kinetic studies of MPV reduction with the use of various carbonyl. We present the kinetic studies of MPV reduction with the use of various carbonyl compounds and 2-butanol as a hydrogen donor. We determined the kinetic parameters, hardly presented for the MPV reduction process carried. We determined the kinetic parameters, hardly presented for the MPV reduction process carried out in a flow regime. The kinetic data are crucial to determine the optimum process conditions through the selection selection of appropriate catalysts and reaction parameters.
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