6533b7cefe1ef96bd125791d

RESEARCH PRODUCT

Dimethoxy Aromatic Compounds. VIII. Degenerate Dealkylation-Realkylation Reaction of 1-Bis(2,4-dimethoxyphenyl)-2-methylpropane.

Maria Concetta NatoliLeopoldo CerauloMirella FerrugiaLiliana Lamartina

subject

chemistry.chemical_compoundchemistryDrug DiscoveryDegenerate energy levelsOrganic chemistryEtherGeneral ChemistryGeneral MedicineAlkylationCondensation reactionFriedel–Crafts reaction

description

The condensation reaction under acid condition of the benzylic alcohols 1, 2 and 3 with the hexadeutero dimethoxybenzenes 4, 5 and 6 leads to the expected hexadeutero bis(dimethoxyphenyl)-2-methylpropanes 7, 8 and 9, respectively. However, the presence of both dodecadeutero and unlabelled 1-bis(2, 4-dimethoxyphenyl)-2-methylpropanes 10 and 11 indicates that 9 undergoes a rapid degenerate dealkylation-alkylation reaction.

https://doi.org/10.1248/cpb.42.375