Amination of n-hexanol in supercritical water

Environ Sci Technol. 2005 Dec 15;39(24):9721-4. doi: 10.1021/es051308z.

Abstract

The amination of 1-n-hexanol followed by amidation was carried out in supercritical water at 380, 400, and 420 degrees C and water densities of 0.1, 0.3, and 0.5 g/cm3. The replacement of the hydroxyl group with the amino group was found to occur in 1-n-hexanol using ammonium acetate in supercritical water without the addition of a metal or an acid catalyst. The yield of the final product, N-n-hexylacetamide, increased by increasing the reaction temperature, water density, and the amount of ammonium acetate. The yield and the selectivity of N-n-hexylacetamide were 78.5% and 87.5%, respectively, in supercritical water at 400 degrees C, 0.5 g/cm3, for 10 min.

MeSH terms

  • Acetamides / chemistry
  • Acetates / chemistry
  • Acids / chemistry
  • Amination
  • Catalysis
  • Hexanes / chemistry
  • Hexanols / chemistry*
  • Metals / chemistry
  • Oxidation-Reduction
  • Temperature
  • Water / chemistry*

Substances

  • Acetamides
  • Acetates
  • Acids
  • Hexanes
  • Hexanols
  • Metals
  • n-hexylacetamide
  • Water
  • 1-hexanol
  • acetamide
  • ammonium acetate