Method for synthesizing asymmetric selenide through selenol catalytic reaction

Abstract

The invention discloses a method for synthesizing asymmetric selenide through selenol catalytic reaction. The method comprises the following steps: (1) sequentially adding anhydrous N, N-dimethylformamide, zinc chloride, phenylselenol, a strong base, halogenated hydrocarbon and a 4A molecular sieve into a reaction container; (2) stirring and reacting for 20-40 hours at normal temperature in an oxygen-free state; (3) filtering, and removing N, N-dimethylformamide and halogenated hydrocarbon to obtain a stock solution; and (4) diluting the stock solution obtained in the step (3) with diethyl ether, washing with water, drying, and distilling off the diethyl ether to obtain the asymmetric selenide. According to the method for synthesizing the asymmetric selenide provided by the invention, the low-proportion zinc chloride is adopted for reaction, so that the final product asymmetric selenide can be efficiently obtained with high yield; the method has the advantages that the use of cesium base, namely cesium hydroxide, which is not easy to commercialize or is very uneconomical is avoided, harsh reaction conditions are also avoided, the mild reaction conditions are adopted, the reaction time is greatly shortened, the atom economy is realized, and the yield of the finally obtained asymmetric selenide is relatively high.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis reactions, in particular to a method for synthesizing asymmetric selenoethers by catalyzed reaction of selenol. Background technique [0002] Organoselenides are an important class of compounds, which have attracted the attention of organic chemists, medical scientists and pharmacologists in recent years. Organoselenides can be used as organic synthesis intermediates, anticancer agents, antioxidants, simulated enzymes and food additives etc., and the asymmetric selenoethers are also used to synthesize a variety of natural products with anti-cancer activity and anti-mitosis function. Based on this, scientists have done a lot of research on the synthesis of asymmetric selenides. The mature asymmetric selenide synthesis methods in the prior art usually need to consume a large amount of cesium base to assist the completion of the synthesis (consuming an equivalent mole of selenol) cesium h...

AI Technical Summary

Problems solved by technology

Based on this, scientists have done a lot of research on the synthesis of asymmetric selenides. The mature asymmetric selenide synthesis methods in the prior art usually need to consume a large amount of cesium base to assist the completion of the synthesis (consuming an equivalent mole of selenol) cesium hydroxide)

[0003] In the prior art, cesium base is usually used as a condensing agent to promote the reaction of selenophene with other substances to obtain asymmetric selenide. In this reaction, cesium base has advantages that its metal bases do not have, but it is compatible with commonly used metal bases. Compared with the cesium base reagent used in this synthetic reaction, the price of the cesium base reagent is very expensive, and the reaction time is long and the reaction conditions are harsh. Therefore, it is very meaningful to find a better suitable and economical method for synthesizing asymmetric selenides.