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Hydrocyanation Of Imines Using Potassium Hexacyanoferrate(Ⅱ) As An Eco-Friendly Cyanide Source

Posted on:2016-06-26Degree:MasterType:Thesis
Country:ChinaCandidate:F WenFull Text:PDF
GTID:2271330470981944Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Hydrocyanation reaction of organic compounds is a kind of very important organic reactions. By the organic hydrocyanation reaction can get many useful organic intermediates, such as, amino nitriles, amino acid, amino ketone cyanohydrin,etc. At the same time, hydrocyanation reaction is also widely used in asymmetric synthesis, a large number of pharmaceutical precursor synthesis by hydrocyanation reaction. Therefore, hydrocyanation reaction in industry, agriculture, material,medicine, dye industry has a wide range of applications. At present, the application of cyanide source for hydrocyanation reaction mainly divided into the following categories. First, the traditional inorganic cyanide source, such as, HCN, Na CN, KCN,Cu CN etc. Second, the organic cyanide source, such as TMSCN, NCTS, AIBN,acetone cyanohydrin, Dicyanomethane. Third, combination cyanide source, such as DMF+NH4I, DMF+NH3 etc. But the first kind of cyanide source is highly toxic, not friendly to the environment. The second kinds of cyanide source is expensive,unstable, difficult to preserve, transport. The third kinds of cyanide source while the safety and eco- environmental, but in the process of formation of cyano group with high temperature, the noble metal catalyst, application is restricted.Therefore, to explore a safe, green and eco- environmenta of the cyanide source to replace the traditional cyanide source is an urgent and significant task. Potassium ferrocyanide as a byproduct of the coal chemical industry, production is very large,the structure stability, toxicity is very small, can be used as antitackiness agent of table salt. This paper focused on potassium ferrocyanide as eco-friendly cyanide source, with a one pot two step process to achieve a green hydrocyanation reaction of imines.This thesis is mainly divided into the following three parts.Chapter One: Describes the applicationthe of different types of cyanide source in the cyanide reaction. Take a summary on research progress of organic cyanide reaction.Chapter Two: With potassium ferrocyanide as a green cyanide source, methanol as solvent, benzoyl chloride as accelerant, green hydrocyanation reaction in theabsence of a catalyst for an unsaturated imide compound, the main features of this reaction have a fast rate of reaction, less byproducts, Postprocessing is simple, no catalyst.Chapter Three: with potassium ferrocyanide as a green cyanide source,methanol as solvent, benzoyl chloride as the promoter, hydrogen cyanide addition reaction of bisimine with catalyst free conditions. Reaction with a high yield,Postprocessing is simple, single product, wide scope of substrate and no catalyst.
Keywords/Search Tags:hydrocyanation, potassium ferrocyanide, green cyanide source, unsaturated imide, bisimine
PDF Full Text Request
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