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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… Click to show full 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.
Journal Title: Russian Journal of General Chemistry
Year Published: 2019
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