Abstract
Background: Phase transfer catalysis technique is recognized as an attractive method for synthesizing several organic compounds under heterogeneous reaction.
Methods: In this study, the effect of Multi-site Phase-Transfer Catalyst (MPTC) was tested during the synthesis of 1-(4-nitrophenyl)-1-indole from 1-chloro-4-nitrobenzene (CNB) and indole in a heterogeneous solid-liquid condition using sodium hydroxide at 50°C.
Results: In a synergetic condition, in the presence of MPTC the conversion of 1-chloro-4- nitrobenzeneyield was increased, which is proved the efficacy of this catalyst. In addition, the rate of this reaction was also enhanced by the change in volume of water.
Conclusion: The apparent reaction rate was found to be of pseudo-first-order kinetics. MPTC is a promising tool for many organic reactions. Therefore, increase the rate constant can be achieved by various parameters, such as temperature, MPTC, sodium hydroxide, and stirring speed.
Keywords: 1-(4-nitrophenyl)-1-indole, 1-chloro-4-nitrobenzene, indole, kinetics, MPTC, solid-liquid reaction.
Graphical Abstract
[http://dx.doi.org/10.1021/ja00393a069]
[http://dx.doi.org/10.1016/j.molcata.2003.09.025]
[http://dx.doi.org/10.1016/S1381-1169(03)00446-1]
[http://dx.doi.org/10.2174/2211544711201020079]
[http://dx.doi.org/10.1023/B:TOCA.0000029797.93561.cd]
[http://dx.doi.org/10.1021/ie990824t]
[http://dx.doi.org/10.1021/jo00026a010]
[http://dx.doi.org/10.2174/2211544705666160202002843]
[http://dx.doi.org/10.1016/j.ultsonch.2013.02.011] [PMID: 23545104]
[http://dx.doi.org/10.1016/j.molcata.2008.08.004]
[http://dx.doi.org/10.1016/j.molcata.2012.05.020]
[http://dx.doi.org/10.1016/j.catcom.2006.09.013]
[http://dx.doi.org/10.1016/j.catcom.2009.02.022]
[http://dx.doi.org/10.1016/j.ultsonch.2012.07.004] [PMID: 22922071]
[http://dx.doi.org/10.1016/j.ultsonch.2013.07.016] [PMID: 23948491]
[http://dx.doi.org/10.1080/00397918308061972]
[http://dx.doi.org/10.1021/bk-1997-0659.ch021]
[http://dx.doi.org/10.1016/j.catcom.2009.04.032]
[http://dx.doi.org/10.1021/op900332c]
[http://dx.doi.org/10.1016/S1381-1169(02)00419-3]
[http://dx.doi.org/10.1016/j.ultsonch.2013.09.013] [PMID: 24134829]