1967 年 87 巻 12 号 p. 1451-1456
Photolysis of vitamin K1 (I), in ethanol or benzene, and in aqueous solution of rolysorbate 80, was carried out by irradiating fluorescent light under anaerobic conditions. Thin-layer chromatogram and ultraviolet absorption spectra of the irradiated solutions showed the main product in these solutions to be identical. Infrared and NMR spectra of this product showed to be 2, 5-dimethyl-2-(4, 8, 12-trimethyltridecyl)-2H-naphtho[1, 2-b]pyran-6-ol (II) and the acetate (IIIa) of II was converted into 6-acetoxy-2, 5-dimethyl 3, 4-dihydro-2-(4, 8, 12-trimethyltridecyl)-2H-naphtho [1, 2-b]pyran (V), which was identified with an authentic sample prepared by another route. Reductive acetylation of the oxidation product of II afforded 5, 5'-ethano-bis [6-acetoxy-2-methyl-2(4, 8, 12-trimethyltridecyl)-2H-naphtho [1, 2-b] pyran] (VII).