A Convenient One-Step Synthesis of 2-Hydroxy-1,3,5-Benzenetricarbaldehyde

The hexamethylenetetramine/trifluoroacetic acid system was demonstrated to be capable of introducing three aldehyde groups into the phenol molecule. Facile, one-step procedures were developed for the preparation of hitherto difficult to synthesize 2-hydroxy-1,3,5-benzenetricarbaldehyde starting from...

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Bibliographic Details
Published inSynthetic communications Vol. 30; no. 17; pp. 3227 - 3232
Main Authors Anderson, Andrew A., Goetzen, Thomas, Shackelford, Scott A., Tsank, Stella
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis Group 01.09.2000
Taylor & Francis
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:The hexamethylenetetramine/trifluoroacetic acid system was demonstrated to be capable of introducing three aldehyde groups into the phenol molecule. Facile, one-step procedures were developed for the preparation of hitherto difficult to synthesize 2-hydroxy-1,3,5-benzenetricarbaldehyde starting from either phenol or 4-hydroxybenzaldehyde. New pKa measurements showed 2-hydroxy-1,3,5-benzenetricarbaldehyde to be an acid stronger than previously reported.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397910008086933