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Selective demethylation in the oxidation of arylalkylmethylamines with metal acetates

โœ Scribed by G. Galliani; B. Rindone; C. Scolastico

Book ID
104213997
Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
188 KB
Volume
16
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

In a previous paper (1) we reported the oxidation of dimtthylaniline, ethylmethylaniline and n-butylmethylanilinc with lead tetraacetate (LTA), manganese triacetate (MTA), cobalt triacetate (CTA) and thallium triacetate (TTA) in chloroform-acetic anhydride 1:l at room temperature under nitrogen atmosphere. The results obtained indicated a preference for demethylation over dealkylation. This fact was more apparent for the n-butyl derivative. Literature data referred to the anodic or Fe (III) oxidation of tertiary amines suggest that the productdetermining step is the loss of a proton from the initial radical-ion (II) to

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Iron(III) Picolinate-Catalyzed Oxidative Demethylation of N,N-Dimethylaniline with Hydrogen Peroxide in the Presence of Acetic Anhydride. -The Fe(III) picolinate catalyzed oxidation of N,Ndimethylaniline proceeds via two different pathways depending on the presence or absence of Ac 2 O. In the abse