Synthesis, Isolation And Stability Of α-Tocopherol Oleate

V_E has notable oxidation resisting, clearing up free radical, stimulating thecirculation of blood, preventing cancer, enhancing the immunity of organization and soon. However, V_E is easily oxidized in the course of process and storage, especially underthe condition of oxygen, metal ion or ultraviolet light. By chemical modification, linkingthe protective group to the 6-hydroxy of V_E, in order to conquer V_E per se side effectsand improve it's inhere performances. The way of chemical modification can not onlyenhance the chemical stability of V_E, but also provide V_E with new function.The production of oil crop plays an extremely important status in western area inour country, with a result that developing the production of V_E enjoys peculiar naturalconditions and market outlook. This subject will be good for improving and wideningthe production and practical application of V_E in our country, which hereby promote thedevelopment of oil crop production, and enhance the holistic utilization of oil productionindustry, and has great significance in improving economic development of western areaof our country.Synthesis, isolation and stability ofα-tocopherol oleate were studied in this paper.Factors affecting the reaction such as species of catalysts, species of solvent, the materialratio, the amounts of catalyst, reaction temperature, reaction time were investigated bythe single-variable experiment. The result shows that the material ration, the amounts ofcatalyst, reaction temperature and reaction time are the main influencing factors withthe optimum conditions of triethylamine as the catalyst, dichloromethane as solvent. Byorthogonal design method, the optimal reaction conditions have been determined asfollows: materials ration of oleic chloride toα-tocopherol was 2.5:1, the amount ofcatalyst was 5%, reaction temperature was 45℃, and reaction time was 5h.α-tocopherol oleate was analyzed by TLC and HPLC method. The condition ofTLC method has been determined as follows: cyclohexane:ethyl acetate:petroleumether=10:1:2.5(v/v/v), spotting sample on the GF254 silica gel plate, then under lightedthe UV. The condition of HPLC method was as following: the mobile phase wasmethonal:tetrahydrofuran=75:25(v/v), UV wave length was 285nm, flow speed was 1mL/min, temperature was 30℃, loading sample was 20μL.α-toeopherol oleate was isolated and purified by reversed high performance liquidchromatogham. The optimum condition were as follows: the mobile phase wasmethonahtetrahydrofuran=75:25(v/v), UV wave length was 285nm, flow speed was5mL/min, temperature was 30℃, loading sample was 270.8mg. Then the sample wasidentified by UV, IR, MS, ¹H-NMR and ¹³C-NMR.Furthermore, the stability ofα-tocopherol oleate was studied. The results showedthatα-tocopherol oleate was not stable under high temperature, relatively stable underthe condition of exposed to the air, high humidity, and ultraviolet irritation.