Hydrogen peroxide/cation resin system catalyzes the method of oxidizing alkenes to prepare vicinal diols

Abstract

The invention relates to a method for preparing vicinal diol by catalytic oxidation of alkene in a hydrogen peroxide / cationic resin system and belongs to the field of organic synthesis. The method is carried out by the following steps: adding alkene and cation exchange resin into a single-ported round-bottom flask; stirring and heating with a constant temperature oil bath pan at the temperature of 0-90 DEG C; measuring a hydrogen dioxide solution with a constant voltage dropping funnel according to the dosage of the added alkene; slowly adding a reaction solution after reaching a set temperature and reacting for 0.1-10h; adding a few amount of Na2S2O3 to quench the reaction after the end of the reaction; filtering out the cation exchange resin, cleaning with methanol and recovering; and extracting a reaction solution with ethyl acetate and water, putting a water phase into a refrigerator, and precipitating white crystals, namely a vicinal diol compound. The method requires no solvent; a catalyst can be recycled; a reaction system is mild; environmental pollutants are few; the method has a wide application range; and production cost is low. By optimizing reaction conditions, product purity is higher than 92%, and yield can reach 89%. The method has a strong industrial application prospect.

Description

technical field [0001] The invention relates to a preparation method of vicinal diol compounds, belonging to the field of organic synthesis. Background technique [0002] Ortho-diol compounds (such as 1,2-cyclohexanediol, 1,2-hexanediol), as important intermediates in the synthesis of a large number of chemical products, are widely used in the production of fine chemical products such as pharmaceuticals, pesticides, and polyesters. Moreover, catechol prepared by dehydroaromatization using 1,2-cyclohexanediol as a raw material is also widely used in fields such as spices, pesticides, medicines, and chemical additives. At present, there are few large-scale production of vicinal diol compounds in China, and there are two main synthetic routes: one is the direct oxidation method using olefins as raw materials. Although this method has simple steps, the required catalysts are expensive, toxic and Low product yield and other factors restrict the development of industrialization; ...

AI Technical Summary

Problems solved by technology

However, when hydrogen peroxide is used as an oxidizing agent, the oxidation activity is low, and a catalyst is generally required.

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