Title
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Bronsted acid catalyzed tandem defunctionalization of biorenewable ferulic acid and derivates into bio-catechol
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Author
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Abstract
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An efficient conversion of biorenewable ferulic acid into bio-catechol has been developed. The transformation comprises two consecutive defunctionalizations of the substrate, that is, C-O (demethylation) and C-C (de-2-carboxyvinylation) bond cleavage, occurring in one step. The process only requires heating of ferulic acid with HCl (or H2SO4) as catalyst in pressurized hot water (250 degrees C, 50 bar N-2). The versatility is shown on a variety of other (biorenewable) substrates yielding up to 84% di-(catechol, resorcinol, hydroquinone) and trihydroxybenzenes (pyrogallol, hydroxyquinol), in most cases just requiring simple extraction as work-up. |
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Language
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English
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Source (journal)
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Angewandte Chemie: international edition in English. - Weinheim
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Publication
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Weinheim
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2020
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ISSN
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1433-7851
0570-0833
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DOI
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10.1002/ANIE.201913023
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Volume/pages
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59
:8
(2020)
, p. 3063-3068
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ISI
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000508223300001
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Pubmed ID
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31765514
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Full text (Publisher's DOI)
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Full text (open access)
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Full text (publisher's version - intranet only)
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