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Issue 6, 2014
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Amidation of phenol derivatives: a direct synthesis of paracetamol (acetaminophen) from hydroquinone

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Abstract

A direct synthesis of paracetamol (acetaminophen) from hydroquinone has been developed using ammonium acetate as an amidating agent. The reaction proceeds in acetic acid at elevated temperatures without any metallic catalyst. Under these conditions, paracetamol was obtained with high yield and selectivity (>95%). The reaction has also been carried out on the multi-gram scale (44 g of hydroquinone) and a potential process has been proposed based on the recycling of the solvent and by-products. This amidation protocol has also been extended to other phenol derivatives.

Graphical abstract: Amidation of phenol derivatives: a direct synthesis of paracetamol (acetaminophen) from hydroquinone

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Publication details

The article was received on 30 Jan 2014, accepted on 27 Mar 2014 and first published on 22 Apr 2014


Article type: Communication
DOI: 10.1039/C4GC00166D
Citation: Green Chem., 2014,16, 2997-3002
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    Amidation of phenol derivatives: a direct synthesis of paracetamol (acetaminophen) from hydroquinone

    R. Joncour, N. Duguet, E. Métay, A. Ferreira and M. Lemaire, Green Chem., 2014, 16, 2997
    DOI: 10.1039/C4GC00166D

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