Synthesis of Phthalic Aldehyde and Its Diacetals
- Authors: Khairullin R.A.1, Gazizov M.B.1, Kirillina Y.S.1, Ivanova S.Y.1, Khairullina O.D.1, Gazizova K.S.1
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Affiliations:
- Kazan National Research Technological University
- Issue: Vol 89, No 11 (2019)
- Pages: 2178-2184
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/223146
- DOI: https://doi.org/10.1134/S1070363219110021
- ID: 223146
Cite item
Abstract
Acyclic phthalaldehyde diacetal without cyclic 1,3-dihydro-1,3-dimethoxybenzo[c]furan impurity has been obtained via the reaction of 1,2-bis(dibromomethyl)benzene with trimethyl orthoformate (1:6) at 90°C in the presence of 10 mol% of ZnCl2. Hydrolysis of phthalaldehyde diacetal has led to the formation of phthalaldehyde without HBr evolution. The reaction of phthalaldehyde with trimethyl orthoformate in the presence of trifluoroacetic acid has proceeded abnormally, with the formation of the cyclic diacetal. The acyclic diacetal has been phosphorylated by chlorophosphines and the action of PCl3 and a P(III) acid ester in sequence.
About the authors
R. A. Khairullin
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, Kazan, 420015
M. B. Gazizov
Kazan National Research Technological University
Author for correspondence.
Email: mukattisg@mail.ru
Russian Federation, Kazan, 420015
Yu. S. Kirillina
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, Kazan, 420015
S. Yu. Ivanova
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, Kazan, 420015
O. D. Khairullina
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, Kazan, 420015
K. S. Gazizova
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, Kazan, 420015