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Green Synthesis Reaction Of Cyanohydrins

Posted on:2017-02-15Degree:MasterType:Thesis
Country:ChinaCandidate:B HouFull Text:PDF
GTID:2381330488469047Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Cyanidation reaction is an important class of organic reactions, in which the cyanosilylation reaction of carbonyl compounds in recent years by organic workers widespread concern and research. Wherein the intermediate cyanohydrin its wide applications in medicine, pesticides, and other materials. It is well know that many ways can be used to synthesize cyanohydrin, but there are still some key challenges, so whether green, smooth and efficient synthesis of cyanohydrin also follow continue in-depth study of the most important. From environmental point of view, developing a kind of raw materials, with less catalyst, short reaction time and other conditions of the green synthesized cyanohydrin method is done. On the basis of previous work, this paper developed a new catalytic system for achiral cyanosilylation of aldehydes and ketones under solvent-free conditions, and also for the hydrolysis reaction of cyanohydrin silyl ether conducted the research, development a new method for hydrolyze cyanohydrin silyl ether under milder conditions.This paper consists of three chapters, the main contents are as follows.Chapter One: Progress on the cyanosilylation of aldehydes and ketonesThis chapter of the catalytic system in two parts, respectively, of non-chiral and chiral silylcyanation reaction of aldehydes and ketones for a more detailed summary.Chapter Two: Studies on achiral cyanosilylation of aldehydesIn this chapter, reaction of benzaldehyde and trimethylsilyl cyanide was selected as a template reaction for optimizing reaction conditions, from the face of the reaction conditions the catalyst, solvent, catalyst constituents were optimized. Subsequently, a combination of silicon and trimethylchlorosilane successful application to the hydrolysis reaction of cyanohydrin silyl ether. Then we expanded the range of substrate and made mechanistic hypothesis. All synthetic products were characterized by 1H NMR, 13C NMR. The method is simple, mild conditions, the time is short, with less catalyst, an excellent product yield, substrate applicability.Chapter 3: Studies on achiral cyanosilylation of ketonesThis chapter continued the study of achiral cyanosilylation of ketones on the basis of achiral cyanosilylation of aldehydes in the previous chapter. Acetophenone were regarded as a reference substrate from the catalyst, solvent, catalyst for optimizing reaction conditions and further investigated the combination of silicon and trimethylchlorosilane for hydrolyze cyanohydrin silyl ether of ketones substrate applicability.
Keywords/Search Tags:aldehyde and ketone, trimethylsilylcyanide, achiral, silicon trimethylchlorosilane
PDF Full Text Request
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