Organic Process Research & Development
Article
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from nitrobenzene through Bamberger rearrangement. Under
these conditions, PAP was obtained with 85−88% selectivity that
is representative of a 10% selectivity improvement compared to
sulfuric acid alone. Moreover, this system allowed the reduction
of the quantity of sulfuric acid by 3. As a consequence, less
ammonia was required for neutralization, thus reducing the
generation of saline waste of the traditional process. Further
studies will focus on applying this strategy to other acid catalyzed
transformations.
ASSOCIATED CONTENT
* Supporting Information
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S
The Supporting Information is available free of charge on the
1
HPLC method, general procedures, H and 13C NMR
spectra of para-aminophenol (PDF)
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AUTHOR INFORMATION
Corresponding Authors
ORCID
Notes
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637−644.
(16) Liu, X.; Fang, Y.; Lu, X.; Wei, Z.; Li, X. Chem. Eng. J. 2013, 229,
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The authors declare no competing financial interest.
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ACKNOWLEDGMENTS
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The authors would like to thank Minakem and the Association
Nationale de la Recherche et de la Technologie (ANRT) for
financial support through a CIFRE grant (2011/1190) for Roxan
Joncour. Lea Vilcocq from “Laboratoire de Genie des Procedes
́ ́ ́ ́
Catalytiques” (LGPC) is also warmly thanked for her help with
the NH3-TPD measurements.
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ABBREVIATIONS
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NB, nitrobenzene; PAP, para-aminophenol; PHA, phenyl
hydroxylamine; AN, aniline; OAP, ortho-aminophenol; AOB,
azoxybenzene; DMSO, dimethyl sulfoxide; TBAHS, tetrabuty-
lammonium hydrogensulfate
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