J . Org. Chem. 1985,50, 1564-1566
1564
amine (concn, M) NMe3 (0.5) NMe3 (2.4) H+NMe3 N,N-dimethyldodecylamine (0.22) N-methylmorpholine (0.20) N,N-dimethylaniline (0.17) pyridine N,N-dimethylbenzylamine (0.15)
Table I. Oxidation of Amines with Molecular Oxygen13 Po,, bar temp, "C time, h products, % yield (% NR3 convn) HZO 14" 100 14 31.5% Me3N0 (32%) 14 100 64 >95% Me3N0 (100%) H20 64 0.4% Me3N0 H2O 86 100 4 1 MeOH/H20 14 100 64 >95% NJ"dimethyldodecy1amine oxide (100%) solvent
HzO
71
115
72
62% N-methylmorpholine oxide (88%)
4:l MeOH/H20
71
104
23
