Noncatalytic mono-N-methylation of aniline in supercritical methanol: the kinetics and acid/base effect.
Aniline is easily N-methylated in supercritical methanol without catalyst at 350 degrees C and 0.237 g cm-3 to give mono-N-methylaniline with high selectivity, and the reaction rate is increased by a small amount of base (LiOH, NaOH, KOH, and CH3ONa), indicating a difference in the reaction mechanism from the ordinary acid-catalyzed one.
Takebayashi
Yoshihiro
Y
Nanotechnology Research Institute, National Institute of Advanced Industrial Science and Technology (AIST), 1-1-1, Higashi, Tsukuba, Ibaraki 305-8565, Japan. chikulin@ni.aist.go.jp
Morita
Yoshinori
Y
Sakai
Hideki
H
Abe
Masahiko
M
Yoda
Satoshi
S
Furuya
Takeshi
T
Sugeta
Tsutomu
T
Otake
Katsuto
K
D000143:Acids / Q000737:chemistry*; D000468:Alkalies / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D002384:Catalysis; D006860:Hydrogen Bonding; D007700:Kinetics; D000432:Methanol / Q000737:chemistry*; D008745:Methylation
D000143:Acids; D000468:Alkalies; D000814:Aniline Compounds; C023650:aniline; D000432:Methanol