Synthesis of 4-(Dibromomethyl)benzaldehyde by Catalytic Debromophosphoryl- and Phosphonyloxylation of 1,4-Bis(dibromomethyl)benzene with Phosphorus(IV) Acid Methyl Esters and Its Properties
| Autor: | Mukattis B. Gazizov, Rafail A. Khairullin, Yu. S. Kirillina, S. Yu. Ivanova, K. S. Gazizova |
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| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Phosphorus Acetal chemistry.chemical_element Sulfuric acid General Chemistry 010402 general chemistry 01 natural sciences Chloride Medicinal chemistry Benzoates 0104 chemical sciences Catalysis Benzaldehyde chemistry.chemical_compound chemistry medicine Benzene medicine.drug |
| Zdroj: | Russian Journal of General Chemistry. 88:2243-2250 |
| ISSN: | 1608-3350 1070-3632 |
| DOI: | 10.1134/s1070363218110014 |
| Popis: | A new procedure has been developed for the simultaneous preparation of terephthalaldehyde and 4-(dibromomethyl)benzaldehyde by catalytic debromophosphoryl- and phosphonyloxylation of 1,4-bis- (dibromomethyl)benzene with P(IV) acid methyl esters. The reaction of 4-(dibromomethyl)benzaldehyde with ortho esters in the presence of sulfuric acid gave the corresponding acetals, whereas in the presence of ZnCl2 terephthalaldehyde bis-acetals were formed. 4-(Dibromomethyl)benzaldehyde and its acetal were converted to methyl 4-(dibromomethyl)- and 4-(dimethoxymethyl)benzoates which were phosphorylated by the action of chlorophosphines, as well as by successive treatment with phosphorus(III) chloride and P(III) esters. |
| Databáze: | OpenAIRE |
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