Ring Opening Reaction Of Epoxy Compounds Preparation β-alcohol Compounds

Epoxide is a kind of widely used organic compound, and stereoselective ring-openingof epoxide can form the bioactive pharmaceutical intermediates, β-blockers, and thecatalytic asymmetric catalyst. This reaction is a special kind of nucleophilic substitutionreaction, because epoxide both ends open-ring produce two different kinds of productsunder the condition of acid/alkaline. There are many shortcomings when used aditionalcatalysts as catalyst in the reaction, such as a long time for reaction, toxicity, air/moisturesensitive, selective differential position, the low yield of the target compound, the catalystcan’t be reused and so on. In order to find a clean and efficient catalyst, scientists have beencarrying on the unremitting research and exploration.Ionic liquid [Bmim]Im as a catalyst, amines as a nucleophilic reagents, β-aminoalcohols were obtained during a ring-open procedure. The specific advantages of thisreaction were be carried out in a short time, excellent regioselectivity and the catalyst couldbe reusable. Through a series of experiments with a single factor, the influences of catalysts,the ratio of materials and the reaction temperature were investigated detailedly, the optimalreaction condition was determined, β-amino alcohols compounds were synthetized and thestructures of the compounds were confirmed by MS and1H NMR.In the condition of solvent-free and room temperature, β-amino alcohols were gainedby the ring opening of epoxides with amines using (C₄H₁₂N₂)₂[BiCl₆]Cl·H₂O) as catalyst.This method could avoid the toxic reagents， thereby protecting the environment. Thespecific advantages of the reactions were in a shorter time, higher yields, the catalyst can bereusable and excellent regioselectivity which are notable advantages of this paper. Througha series of experiments with a single factor, the preparation method of β-amino alcohols wasexplored greenly, economically and efficiently. Due to the similarity of nucleophilic reagent,we used phenol/thiophenol derivatives as nucleophilic reagent, and synthesized a series ofβ-alkoxy alcohol/β-alkanes sulphur alcohol. We characterize the structures of compounds byMS and1H NMR. Then β-alkoxy alcohol and β-alkanes sulphur alcohol were synthesizedby the ring opening reaction of epoxide with phenol/thiophenol derivatives in the presenceof (C₄H₁₂N₂)₂[BiCl₆]Cl·H₂O. This catalyst has an outstanding performance it also be reusedseveral times without losing of its activity. In addition, the characters of environmentfriendly and saving resources are in accord with the requirement of green chemistry.