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Title
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Bio-based aromatic amines from lignin-derived monomers
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Author
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Abstract
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| A new approach to synthesize valuable 3,4-dialkoxyanilines and alkyl propionates from lignin-derived 4-propylguaiacol and -catechol with overall isolated yields up to 65% has been described. The strategy is based on the introduction of nitrogen via a Beckmann rearrangement. Amino introduction therefore coincides with a C-defunctionalization reaction; overall a replacement of the propyl chain by an amino group is obtained. The process only requires cheap bulk chemicals as reagents/reactants and does not involve column chromatography to purify the reaction products. Furthermore, all carbon atoms from the biorenewable lignin-derived monomers are transformed into valuable compounds. Greenness was assessed by performing a Green Metrics analysis on two dialkoxyanilines. A comparison was made with literature routes for these compounds starting from a petrochemical substrate. |
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Language
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English
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Source (journal)
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ACS Sustainable Chemistry and Engineering. - -
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Publication
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2019
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ISSN
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2168-0485
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DOI
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10.1021/ACSSUSCHEMENG.8B06467
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Volume/pages
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7
:7
(2019)
, p. 6906-6916
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ISI
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000463462100050
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Full text (Publisher's DOI)
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Full text (open access)
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