A Convenient Preparation of 2-Ethyl-4-Carboxycyclohexanone |
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| Authors: | John W. Huffman Reuben Sawdaye |
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| Affiliation: | Department of Chemistry and Geology , Clemson University Clemson , South Carolina , 29631 |
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| Abstract: | Several years ago in the course of work directed toward the total synthesis of the iboga alkaloids1, we required relatively large quantities of 2-ethyl-4-carboxycyclonhexanone (1) and its methyl ester as precursors to 3-ethyl-5-carbomethoxycyclohexene. Although it was possible to prepare keto acid 2 from 1,3,5-tricarbomethoxypentane (3) following the published synthesis of 2-methyl-4-carboxycyclohexanone2, the overall yield was only 52%. 3 In addition, the isolation and purification of intermediates 4 renders the synthesis rather tedious. |
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