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Synthesis of pyrroles catalyzed by MIL-53(Al) via Paal-Knorr reaction under mild condition

Hai Truong Nguyen 1, *
Phuong Hoang Tran 1
  1. University of Science, VNU-HCM
Correspondence to: Hai Truong Nguyen, University of Science, VNU-HCM. Email: pvphuc@vnuhcm.edu.vn.
Volume & Issue: Vol. 1 No. T5 (2017) | Page No.: 116-125 | DOI: 10.32508/stdjns.v1iT5.543
Published: 2018-11-29

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This article is published with open access by Viet Nam National University Ho Chi Minh City, Viet Nam. This article is distributed under the terms of the Creative Commons Attribution License (CC-BY 4.0) which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited.

Abstract

Metal-organic framework MIL-53(Al) was synthesized by a solvothermal method using aluminium nitrate as the aluminium source and 1,4- benzenedicarboxylic acid (H2BDC) as the organic ligand. The structure of MIL-53(Al) was characterized by X-ray diffraction (XRD) and Fourier transform infrared spectroscopy (FT-IR). The catalytic activity and recyclability of MIL-53(Al) catalyst were evaluated based on the Paal-Knorr reaction between aniline and acetonylacetone. The reaction conditions were optimized and the results showed that the MIL-53(Al) catalyst exhibited good catalytic activity and recyclability based on the PaalKnorr reaction. With the molar ratio of MIL-53(Al) catalyst of 10 mol %, the molar ratio of aniline and acetonylacetone of 1:1.2, and without solvents, the conversion of aniline could reach 100 % and the selectivity of 2,5-dimethyl-1-phenyl-1H-pyrrole has high yield (95-100 %) after 2 hours by ultrasound activation. The MIL-53(Al) catalyst can be reused five times without significant degradation in the catalytic activity.

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