Synthesis and Kinetics of Highly Substituted Piperidines in the Presence of Tartaric Acid as a Catalyst.

Synthesis and Kinetics of Highly Substituted Piperidines in the Presence of Tartaric Acid as a Catalyst.
Comb Chem High Throughput Screen. 2018 Feb 27;:
Authors: Ghalandarzehi Y, Shahraki M, Habibi-Khorassani SM
Abstract
The synthesis of highly substituted piperidine from the one-pot reaction between aromatic aldehydes, anilines and β-ketoesters in the presence of tartaric acid as a catalyst has been investigated in both methanol and ethanol media at ambient temperature. The use of tartaric acid had many advantages such as mild reaction conditions, simple and readily available precursors and inexpensive catalyst. In order to determine the thermodynamic parameters, experiments were carried out under different temperature and solvent conditions. Based on the spectral data, the overall order of the reaction followed the second order kinetics. Methanol was optimized as a desirable solvent in the synthesis of piperidine, nevertheless, ethanol in a kinetic investigation had none effect on the enhancement of the reaction rate than methanol. The results showed that the first step of the reaction mechanism is a rate determining step. The proposed mechanism was confirmed by experimental results and a steady state approximation.
PMID: 29493449 [PubMed - as supplied by publisher]

Source: Combinatorial Chemistry and High Throughput Screening - February 27, 2018 Category: Chemistry Authors: Ghalandarzehi Y, Shahraki M, Habibi-Khorassani SM Tags: Comb Chem High Throughput Screen Source Type: research