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Synthesis 1989; 1989(7): 568
DOI: 10.1055/s-1989-27324
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Intramolecular Dehydration of Dialkylacetic Acids and Trimethylsilylacetic Acid with Dicyclohexylcarbodiimide to the Corresponding Stable Ketenes

George A. Olah* , An-hsiang Wu, Omar Farooq
  • *The Donald P. and Katherine B. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661, USA
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Publication Date:
12 January 2006 (online)

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A new, simple preparation for stable dialkyl ketenes involving intramolecular dehydration of appropriately substituted acetic acids with dicyclohexylcarbodiimide (DCC) in the presence of catalytic amounts of triethylamine gives 60-70% yield of the corresponding ketenes. Trimethylsilylacetic acid also gives trimethylsilylketene in good yield.

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