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Synthesis of [^14^C~1~]squaric acid by J. R. Heys; E. H. Chew is a Medicine article available to read on EtoBox.
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## Abstract The title work proceeds in five steps and 16% overall yield from sodium [1‐^14^C]acetate, which was converted by bromination followed by ethoxide displacement and reaction with phthaloyl dichloride to ethoxy[1‐^14^C]acetyl chloride. The thermal[2+2]cycloaddition of tetraethoxyethene with ethoxy[1‐^14^C]ketene, derived from base induced elimination from ethoxy[1‐^14^]acetyl chloride following the method of Bellus, provided an 80% yield of 1‐(ethoxy[1‐^14^C]acetoxy)‐2,3,3,4,4‐pentaethoxy‐l‐[1‐^14^C]‐cyclobutene. Acid hydrolysis and liquid‐liquid extraction afforded [^14^C]squaric acid.
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- Author
- J. R. Heys; E. H. Chew
- Publisher
- John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0022-2135)
- Published
- 1984
- Language
- EN
- Field
- Medicine (Life Sciences)