A Straightforward Selective Acylation of Phenols over ZSM-5 towards Making Paracetamol Precursors

*Robby Roswanda -  Organic Chemistry Research Division, Faculty of Mathematics and Natural Sciences, Bandung Institute of Technology , Jalan Ganesha 10, Bandung 40132, Indonesia
Alfhons Daniel Sirampun -  Inorganic and Physical Chemistry Research Division, Faculty of Mathematics and Natural Sciences, Bandung Institute of Technology , Jalan Ganesha 10, Bandung 40132, Indonesia
Rino Rakhmata Mukti -  Inorganic and Physical Chemistry Research Division, Faculty of Mathematics and Natural Sciences, Bandung Institute of Technology , Jalan Ganesha 10, Bandung 40132, Indonesia
Didin Mujahidin -  Inorganic and Physical Chemistry Research Division, Faculty of Mathematics and Natural Sciences, Bandung Institute of Technology , Jalan Ganesha 10, Bandung 40132, Indonesia
Received: 29 Jun 2018; Published: 4 Dec 2018.
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Abstract

Commercially available ZSM-5 was minimally treated as the catalyst to selectively acylate phenols. The ZSM-5 was simply immersed in ammonium nitrate in order to fill the pores with Brönsted acid to concentrate the catalytic reactions inside the pores. The reactions were carried out in liquid phase at 383 K. Acetic acid and propionic acid were chosen as the acyl substrate. Gas chromatography reveals two products which are phenyl acetate and almost exclusively para-hydroxyacetophenone meaning no ortho product observed. This para selectivity can be attributed to the pores of ZSM-5 where the reaction is assumed to be happening via intermolecular reaction. It is a relatively straightforward method in making para-hydroxyacetophenone which is known as paracetamol precursor. Copyright © 2018 BCREC Group. All rights reserved

Received: 29th June 2018; Revised: 1st August 2018; Accepted: 5th August 2018

How to Cite: Roswanda, R., Sirampun, A.D., Mukti, R.R., Mujahidin, D. (2018). A Straightforward Selective Acylation of Phenols over ZSM-5 towards Making Paracetamol Precursors. Bulletin of Chemical Reaction Engineering & Catalysis, 13 (3): 573-587 (doi:10.9767/bcrec.13.3.2856.573-587)

Permalink/DOI: https://doi.org/10.9767/bcrec.13.3.2856.573-587

 

Keywords
Acylation of Phenol; ZSM-5; Regioselectivity; Para-hydroxhyacetophenone

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