Effect of the Catalyst Nature on the Structure of Products of the Reaction of 4-(Dibromomethyl)Benzaldehyde with Trialkyl Orthoformates

M. B. Gazizov; S. Yu. Ivanova; N. Yu. Bashkirtseva; Sh. N. Ibragimov; R. A. Khairullin; N. N. Gazizova; A. D. Kostenko

doi:10.1134/S1070363217120052

Effect of the Catalyst Nature on the Structure of Products of the Reaction of 4-(Dibromomethyl)Benzaldehyde with Trialkyl Orthoformates

Authors: Gazizov M.B.¹, Ivanova S.Y.¹, Bashkirtseva N.Y.¹, Ibragimov S.N.¹, Khairullin R.A.¹, Gazizova N.N.¹, Kostenko A.D.¹
Affiliations:
1. Kazan National Research Technological University
Issue: Vol 87, No 12 (2017)
Pages: 2783-2788
Section: Article
URL: https://journals.rcsi.science/1070-3632/article/view/221679
DOI: https://doi.org/10.1134/S1070363217120052
ID: 221679

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Abstract

Reactions of 4-(dibromomethyl)benzaldehyde with trialkyl orthoformates in the presence of both Brønsted (H₂SO₄) and Lewis (ZnCl₂) acids involved acetalization of the aldehyde group. In the first case, the corresponding acetal is formed as the only product, whereas in the second case the reaction is accompanied by transformation of the dibromomethyl group to give terephthalaldehyde and its mono- and bis-acetals.