Synthese und Kristallstruktur von Perhydro-1,4-benzoxazino[2,3-n]phenoxazin/Synthesis and Crystal Structure of Perhydro-1,4-benzoxazino[2,3-n]phenoxazine

Abstract

Abstract The oxidation of trans-2-aminocyclohexanol with nitrobenzene in the presence of catalytic amounts of iron inter alia yields perhydro-1,4-benzoxazino[2,3-n]phenoxazine (1). This compound has been characterized analytically, spectroscopically and by X-ray diffraction. It is postulated that the oxidation of the 2-aminoalcohol leads to the intermediate formation of a 1,2-dione. The direct synthesis of 1 from trans-2-aminocyclohexanol and 1,2-cyclohexandione supports this hypothesis.