Chemistry of acetylenic ethers X. Note on the use of ethoxy‐acetylene for the preparation of acid anhydrides

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<jats:title>Abstract</jats:title><jats:p>Some years ago it was found that ethoxy‐acetylene (ethoxy‐ethine) is a very mild reagent for the preparation of carboxylic anhydrides.</jats:p><jats:p>Afterwards we observed that also non‐carboxylic acids are transformed into their anhydrides by this reagent.</jats:p><jats:p>2 RCOOH + HC ≡ C‐OC<jats:sub>2</jats:sub>H<jats:sub>5</jats:sub> → (RCO)<jats:sub>2</jats:sub>O + CH<jats:sub>3</jats:sub>COOC<jats:sub>2</jats:sub>H<jats:sub>5</jats:sub></jats:p><jats:p>2 RSO<jats:sub>3</jats:sub>H + HC ≡ C‐OC<jats:sub>2</jats:sub>H<jats:sub>5</jats:sub> → (RSO<jats:sub>2</jats:sub>)<jats:sub>2</jats:sub>O + CH<jats:sub>3</jats:sub>COOC<jats:sub>2</jats:sub>H<jats:sub>5</jats:sub></jats:p><jats:p>From a recent paper by <jats:italic>E. R. H. Jones</jats:italic> and co‐workers <jats:sup>2</jats:sup>) it appears that these investigators examined the same reactions. Experiments with several mono‐ and dibasic carboxylic acids and with a sulphonic acid are recorded. In addition to these examples we give below a description of the use of ethoxy‐acetylene for the preparation of tetraethyl pyrophosphate from diethyl phosphate.</jats:p>

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