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

Andrew A. Anderson, Thomas Goetzen, Scott A. Shackelford, Stella M. Tsank

Synthetic Communications · 2000 · 27 citations · 5 references

Concepts

Abstract

Abstract 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.

References

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