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Synthesis 2015; 47(15): 2185-2187
DOI: 10.1055/s-0034-1380432
DOI: 10.1055/s-0034-1380432
psp
A Practical and Cost-Effective Method for the Synthesis of Bicyclo[2.2.2]octane-1,4-dicarboxylic Acid
Further Information
Publication History
Received: 17 March 2015
Accepted after revision 06 May 2015
Publication Date:
02 July 2015 (online)
Abstract
A short and efficient synthesis of bicyclo[2.2.2]octane-1,4-dicarboxylic acid involving the formation of a semicarbazone is developed, and a reproducible protocol for the reduction of this semicarbazone is described. The use of microwaves significantly shortens the duration of the sequence to the diacid compared to the previously described synthetic method. In addition, by shifting from the use of large amounts of Raney nickel to a solid-phase process, both the safety and cost are improved notably.
Key words
bicyclo[2.2.2]octane-1,4-dicarboxylic acid - safe - semicarbazone - microwave irradiation - rigid backbone - solid-phaseSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380432.
- Supporting Information
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