Study Of Photochemical Reation On N-alkylation Of Amide And Esterification Of Cinnamic Acid

The modern organic synthetic chemistry already extended to each kind of element in the periodic system of element, which can carry on each kind reaction. The organic photochemistry synthesis is an important branch of them. Regarding those thermo-chemical reaction system which is deficient in selectivity or whose reactant possibly destroys, the organic photochemistry synthesis provided the optimal means, because of the nature of some groups among molecule that molecule absorbs the photon of given wave length. The main work of this paper is that the derivative of N-alkyl substituted phthalimide, thymine, benzamide, cinnamate ester were irradiation, using high-pressured mercury lamp as photosource and under the non-solvent condition, photo synthesized N, N-Dimethylthymine Dimer and photo split it in non-solvent condition.1. Photosynthesis of N-alkylphthalimide under non solvent conditionN-alkylamide derivatives are the important intermediates in the synthesis of primary amine andα-ammo acid, are also the precursors of organic photoelectric materials. This paper studied that phthalimide, thymine, benzamide were treated with potassium carbonate, TBAB, halohydrocarbon and with photo-induced to produce N-alkylamide derivatives under non solvent, and discussed the influence of phase transfer catalyst TBAB and the ptoto-irradiation time to the yield of this reaction and the activity of different halohydrocarbon,and deduced the possible mechanics of reation, and concluded that the synthesis of N-alkylamide derivatives has the feature of without solvent, less time, simple backtreatment and so on, under the condition of ultraviolet light and no solvent.2. The study of synthesis of cinnamates by UV-IightSulfuric acid was used as the catalyst for the esterification of cinnamic acid with diferrent alcohol which was irradiated by UV-light. Effects of the reactions time, the amount of the catalyst and the ratio of reactants were investigated to conclude the suitable condition for the esterification. Under the same esterification condition of ethyl cinnamate, iso-propyl cinnamate, n-butyl cinnamate, n-caprylic cinnamate and benzal cinnamate, etc. were synthsized. The yields of the ethyl alcohol, iso-propyl alcohol, n-butyl alcohol, n-caprylic alcohol and benzal alcohol were compared.3. Photo synthesis of N, N-Dimethylthymine Dimer and its photo splitting in non-solvent conditionThymine and dimethyl sulfate were photosynthsized to give N, N-Dimethylthymine(DMT) by catalyst in this paper, then N, N-Dimethylthymine Dimer(DMTD) was photosensitized synthesized by 300W Ultraviolet Mercury Lamp with acetone as photosensitizer and DMT as the resource. Its configuration (cis-syn) was obtained by ¹H NMR, ¹³C NMR, MS and X-ray single crystal diffraction. The methed of irradiation with solvent-free condition could reduce DMTD to DMT, which avoided the pollution because of using solvent and improved the efficiency of splitting cis-syn DMTD.