(I)The influences of reaction conditions on preparations of 1-acetyl-7-(3-oxo- butyl)-2,3,7-triaza-bicyclo[3.3.0]oct-2-ene (II)Preparation of pinacol using TiCl4-Zn

碩士 === 中原大學 === 化學研究所 === 94 === First part This thesis addresses on the influences of reaction conditions on preparations of 1-acetyl-7-(3-oxo- butyl)-2,3,7-triaza-bicyclo[3.3.0]oct-2-ene .In previous protocol ,directly adding methyl vinyl ketone for one pot reaction ,a residual side product was pr...

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Bibliographic Details
Main Authors: Teng-Yi Hsu, 許籐譯
Other Authors: Chia-Hsi Yang
Format: Others
Language:zh-TW
Published: 2006
Online Access:http://ndltd.ncl.edu.tw/handle/52846922544335255057
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Summary:碩士 === 中原大學 === 化學研究所 === 94 === First part This thesis addresses on the influences of reaction conditions on preparations of 1-acetyl-7-(3-oxo- butyl)-2,3,7-triaza-bicyclo[3.3.0]oct-2-ene .In previous protocol ,directly adding methyl vinyl ketone for one pot reaction ,a residual side product was produced。After a series of study ,we found that the side product that was a dihydropyran from the [4+2] cycloaddition of two molecules of methyl vinyl ketone .Thus by mixing allyl bromide and sodium azide and allowing the reaction to proceeds for 12 hours,then adding methyl vinyl ketone dropwise ,a remarkable improvement on the problem of the residual product was obtained .Then we utilize the improved conditions , replacing allyl bromide by 3-chloro-2-methyl propene ,to produce 1-methoxyl-5-methyl-7-(2-methoxylethylene)-2,3,7-triaza-bicyclo[3.3.0]oct-3-enes in one pot reaction .But these conditions were not suit methyl acrylate and acrylonitrile .Besides,This thesis also addresses on the reaction of methyl acrylate in a mixed solvents of methanol and acetone in 1:4 ratio .Although we can synthesis 1-acetyl-7-(3-oxo-butyl)-2,3,7-triaza-bicyclo[3.3.0]oct-2-ene in one pot reaction ,but we do not get a better result than previous protocol . Second part This thesis addresses on a series of study on the preparation of pinacol using TiCl4-Zn .In the past , principally utilize TiCl4-Zn to study about Wittig Reaction .Herein ,the mixture of TiCl4 and zinc powder in THF were stirred for 1 hour and then ketone was added to obtain pinacol .