A New Synthesis Method and Crystal Structure of 2-Phenyl-5,6,7,8- tetrahydro-6,6-dimethyl-5,7-methano-8-quinolinol

摘要

The title compound 2-phenyl-5,6,7,8-tetrahydro-6,6-dimethyl-5,7-methano-8-quinolinol 1 has been synthesized by the oxidation of corresponding anion with O2. The oxidation gave a convenient method for synthesizing pyridylalcohol 1 in good yield. The suitable single crystals for X-ray diffraction were obtained by recrystallization from a mixture of solvents (ether and ethyl acetate). The configuration of C6 in the title compound is in R form and there are strong face-to-face offset π-π interactions between pyridine rings. Crystallographic data for 1: C18H19NO, Mr = 265.34, monoclinic, space group P21/c with a = 13.4073(4), b = 10.2866(3), c = 10.5570(3) (A),β = 108.413(2)°, V= 1381.43(7) A3, Z = 4, Dc= 1.276 g/cm3, μ = 0.078 mm-1, F(000) = 568, R =0.0721 and wR = 0.2054 for 2241 observed reflections (Ⅰ>2σ(Ⅰ)).