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Omega - Olefins Synthesis Of Ammonium Chloride And Other Primary Amine

Posted on:2013-12-13Degree:MasterType:Thesis
Country:ChinaCandidate:D FuFull Text:PDF
GTID:2241330374954372Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
ω-olefin amine and other primary amines are an important organic compound. Allylamine hydrochloride, butylamine,4-bromobutylamine hydrobromide, benzyl amine hydrochloride and hexylamine were synthesis by Gabriel in this paper. The structure of products were characterized by IR and NMR. The optimum reaction conditions for N-alkylation were that the phthalimide, halohyrocarbon, potassium carbonate were mixed with the mass ratio of1:1.4:2at50℃for3hours, DMF and tetrabutylammonium bromide were used as solvent and catalyst, respectively. In this way, the highest product yield rate was up to88.9%. And the optimum conditions for hydrazine hydrolysis of the product of N-alkylation were that the material mass ratio of N-alkylation products and hydrazine hydrate is1:2.5, which were hydrazine hydrolysis and acidolysis reaction time for3hours, respectively. And the highest yield rate of the product can reach66.7%. Preparing allylamine and4-brominebutylamine and benzylamine, the produce is preparing corresponding salt.In this paper,1,4-dibromobutane and1,6-hexamethylene dibromide were used to prepare co-bromide olefin. In the asymmetric elimination reaction of the α,ω-dibromoalkanes, the influence of HMPA, sodium hydride, potassium tert-butoxide and other strong base were studied. The results showed that when using the HMPA, the reaction exisised the polymerization and only got trace produce. And potassium tert-butoxide had the best result for such a reaction in using different strong base, the highest yield rate of the coupling reaction could be up to76.8%. In the asymmetric coupling reaction of the α,ω-dibromoalkanes, the influence of material ratio, catalyst, reaction time, temperature were studied. And the optimum reaction conditions for coupling reaction were that allylmagnesiumbromide and α,ω-dibromoalkanes were mixed at the mass ratio of1:1.1at0℃for2h,7%(mol) of Li2CuCl4, and the highest yield rate of the coupling reaction could be up to74.4%.
Keywords/Search Tags:Coupling Reaction, Gabriel Reaction, ω-Olelin Amine, Primary Amine
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