An Alternative One-Step Procedure for the Conversion of Piperonal to Piperonylonitrile

• James M. DeMottJr. ^[1] ; Charles J. Kelley ^[1]
  1. [1] Massachusetts College of Pharmacy and Health Sciences

     Massachusetts College of Pharmacy and Health Sciences

     City of Boston, Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 78, Nº 6, 2001, pág. 780
• Idioma: inglés
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• Resumen

  • An alternative procedure is presented for the conversion of piperonal to piperonylonitrile. The reaction of hydroxylamine hydrochloride with the aromatic aldehyde piperonal forms the intermediate oxime, which rapidly loses water to give the corresponding nitrile. The entire procedure can be performed in about one-half hour with almost quantitative yields. Advantages of this method include the shortened time required to complete the sequence, better overall yield owing to the shortening of the sequence by one step, and improvement in safety by the elimination of a potentially toxic reagent.