The Birch reduction - Dialkylation reaction of aromatic carboxylic acids. Identification of NaNH2 as the base responsible for the second alkylation

Article abstract of DOI:10.1080/00397919108019789

The Birch reduction-alkylation of 3,5-dimethoxybenzoic acid with excesses Na and EDtBr gives 1,4-diethyl-3,5-dimethoxy-2,5-cyclohexadiene carboxylic acid, 3. The base responsible for the alkylation at C-4 has been identified as NaNH₂, generated

Full text of DOI:10.1080/00397919108019789

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Synthetic Communications: An
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Organic Chemistry
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The Birch Reduction -
Dialkylation Reaction of
Aromatic Carboxylic Acids.
Identification of NaNH2 as
the Base Responsible for the
Second Alkylation
J. A. Guzmán a , R. Castanedo a & L. A. Maldonado a
a División de Estudios de Posgrado, Facultad de
Química , UNAM , 04512, México, D.F., México
Published online: 23 Sep 2006.
To cite this article: J. A. Guzmán , R. Castanedo & L. A. Maldonado (1991) The Birch
Reduction - Dialkylation Reaction of Aromatic Carboxylic Acids. Identification of
NaNH2 as the Base Responsible for the Second Alkylation, Synthetic Communications:
An International Journal for Rapid Communication of Synthetic Organic Chemistry,
21:8-9, 1001-1012, DOI: 10.1080/00397919108019789
To link to this article: http://dx.doi.org/10.1080/00397919108019789
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