Conversion of Nitriles to Amides by Use of 2,2,6,6- Tetramethylpiperidin-1-ol and its Derivatives in Water

DOI: 10.5176/2301-3761_CCECP.18

Authors: Xiao-Yun Ma, Ming Lu

Abstract:

A study on the hydration of nitriles to amides using 2,2,6,6-tetramethylpiperidin-1-ol and its derivatives in water has been carried out. Various nitriles including aromatic nitriles, heterocyclic nitriles and aliphatic nitriles were converted into the corresponding amides in good to excellent yields. Nitriles having electron-withdrawing groups could be converted into the corresponding amides in good yields at room temperature. 2,2,6,6-Tetramethylpiperidin-1-ol and its derivatives generated from the corresponding nitroxide free radicals and L-ascorbic acid in water were used for hydration reaction without separation leading to a simplification in the experiment.

Keywords: Hydration; Nitrile; Amide; Hydroxylamine derivatives