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- Title
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.
- Authors
Gazizov, M. B.; Ivanova, S. Yu.; Khairullin, R. A.; Kirillina, Yu. S.; Gazizova, K. S.
- Abstract
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.
- Subjects
PHOSPHORYLATION; PHOSPHORUS acids; METHYL formate; SULFURIC acid; ACETAL resins; CHEMICAL synthesis
- Publication
Russian Journal of General Chemistry, 2018, Vol 88, Issue 11, p2243
- ISSN
1070-3632
- Publication type
Article
- DOI
10.1134/S1070363218110014