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Catalytic Synthesis of Methacrolein via the Condensation of Formaldehyde and Propionaldehyde with L-proline

Abstract

Methacrolein (MAL) is an important chemical for the manufacture of methyl methacrylate and a key monomer in many polymerization reactions. In this study, L-proline was investigated as catalyst for the aldol condensation of formaldehyde and propionaldehyde to produce MAL. The catalytic activity of the reaction system was closely related to the competition between the main reaction synthesizing MAL and the side reaction producing 2-methyl-2-pentenal, which could be modified by adjusting the operating parameters. The influences of several operating conditions, including temperature, reaction time and water content, on the catalytic performance of the system were systematically studied via a series of single-factor experiments, and the optimized reaction conditions were obtained. The mechanism discussion via ESI indicated that the reaction pathway followed the Mannich route. Experimental and theoretical kinetic analyses of the L-proline-catalyzed aldol condensation reaction were performed, and the reaction orders of the reactants were obtained by regression. The results showed that L-proline was an efficient catalyst for the production of MAL via aldol condensation under mild condition.

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Supplementary files

Article information


Submitted
28 Feb 2020
Accepted
18 May 2020
First published
19 May 2020

Green Chem., 2020, Accepted Manuscript
Article type
Paper

Catalytic Synthesis of Methacrolein via the Condensation of Formaldehyde and Propionaldehyde with L-proline

J. Yu, A. D. Jensen, L. Wang, C. Li and S. Zhang, Green Chem., 2020, Accepted Manuscript , DOI: 10.1039/D0GC00726A

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