135984-49-5Relevant academic research and scientific papers
The Birch reduction-dialkylation reaction. Scope and limitations
Castanedo, Ricardo,Covarrubias-Zú?iga, Adrián,Maldonado, Luis A.
, p. 973 - 976 (2007/10/03)
The Birch reduction-dialkylation reaction has been studied with different aromatic carboxylic acids and primary and secondary bromides. From these results it can be concluded that it is a reasonably general reaction. However, we found important exceptions with the primary bromides: allyl bromide, β-phenethyl bromide, and 5-bromo-2-methyl-2-pentene. The unusual behavior of allyl bromide is briefly discussed.
The Birch reduction - Dialkylation reaction of aromatic carboxylic acids. Identification of NaNH2 as the base responsible for the second alkylation
Guzman,Castanedo,Maldonado
, p. 1001 - 1012 (2007/10/02)
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
