Amination of n-hexanol in supercritical water.
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.
Graduate School of Environmental Studies, Tohoku University, Sendai 980-8579, Japan.
Kiyohiko
K
Tajima
Munehiro
M
Uchida
Kimitaka
K
Minami
Mitsumasa
M
Osada
Kiwamu
K
Sue
Toshiyuki
T
Nonaka
Hideo
H
Hattori
Kunio
K
Arai
D000081:Acetamides / Q000737:chemistry; D000085:Acetates / Q000737:chemistry; D000143:Acids / Q000737:chemistry; D000586:Amination; D002384:Catalysis; D006586:Hexanes / Q000737:chemistry; D000441:Hexanols / Q000737:chemistry*; D008670:Metals / Q000737:chemistry; D010084:Oxidation-Reduction; D013696:Temperature; D014867:Water / Q000737:chemistry*
D000081:Acetamides; D000085:Acetates; D000143:Acids; D006586:Hexanes; D000441:Hexanols; D008670:Metals; C509935:n-hexylacetamide; D014867:Water; C036260:1-hexanol; C030686:acetamide; C018824:ammonium acetate