芳基硼酸衍生物的合成研究

制藥工程論文編號:ZY082    論文字數:13555,頁數:32

目錄
中文摘要：……………………………………………………………………………Ⅰ英文摘要：……………………………………………………………………………Ⅱ目錄：…………………………………………………………………………………Ⅲ
緒論…………………………………………………………………………………1
1.1前言……………………………………………………………………………1
1.2概述……………………………………………………………………………1
    1.2.1取代基苯硼酸的應用現狀……………………………………………1
    1.2.2取代芳環硼酸化合物的合成方法……………………………………5
    1.2.3取代基苯硼酸的前景展望……………………………………………10
    1.2.4格氏試劑法反應機理的研究…………………………………………11
1.3小結……………………………………………………………………………14
2.實驗部分……………………………………………………………………………15
   2.1實驗儀器、試劑及預處理……………………………………………………15
       2.1.1實驗儀器………………………………………………………………15
  2.1.2實驗試劑………………………………………………………………15
  2.1.3主要試劑的預處理……………………………………………………15
 2.2合成路線………………………………………………………………………17
 2.3對叔丁基苯硼酸的合成步驟…………………………………………………17
3.結果與討論…………………………………………………………………………19
 3.1對叔丁基苯硼酸的表征和含量檢測…………………………………………19
 3.2對叔丁基苯硼酸的合成條件的研究…………………………………………21
  3.2.1溶劑對產率的影響……………………………………………………21
       3.2.2反應時間對產率的影響………………………………………………21
       3.2.3反應問對對產率的影響………………………………………………22     
       3.2.4金屬鎂對產率的影響…………………………………………………23
       3.2.5水解后處理對產率的影響……………………………………………23
     3.3影響對叔丁基苯硼酸的合成產率因素的正交實驗分析…………………24
     3.4小結…………………………………………………………………………26
4.總結與展望…………………………………………………………………………27
致  謝…………………………………………………………………………………28
參考文獻………………………………………………………………………………29
附錄……………………………………………………………………………………32

摘 要：本文首先介紹了各種取代基苯硼酸的合成進展與應用研究，展望了其發展趨勢，然后對對位取代基苯硼酸的制備及工藝改進進行了研究，重點研究和改進了對叔丁基苯硼酸的制備工藝，從而確定了它的優化合成條件。應用正交設計實驗分析法對影響對叔丁基苯硼酸產率的諸因素如反應時間、反應溫度和反應物的物質的量比進行了分析，確定了在影響對叔丁基苯硼酸產率的因素中，影響最大的為反應溫度，其余依次為反應時間和反應物的物質的量比，確定優化合成條件為：親核取代溫度為-20℃，反應物質對溴叔丁基苯與硼酸三甲酯的物質的量之比為1/1.5，反應時間為140 min，總產率高達69.5%；此外還應用質譜和高效液相色譜對目標產品進行了分析表征，結果表明所得產物與目標產物結構一致。
關鍵詞：對叔丁基苯硼酸；合成；表征

Abstract: This article reviewed the synthesis and the application of benzene boric acid's s, and introduced its trend of development. Then we conducted the research of the o-position substituting group of benzene boric acid's and improved its technics, studied and improved the relative substituent benzene boric acid’s preparation craft, thus has determined the respective optimized synthesis condition. The article used orthogonal design experiment analytic method to analysis various factors like reaction time, the reaction temperature and the reactant material quantity to compared with the relative substituent benzene boric acid production rate’s affections, it had determined that among the relative substituent benzene boric acid’s production rate affect factors, what affected biggest was the reaction temperature, other were in turn the reaction time and the reactant material quantity ratio, the determination optimization synthesis condition are: The pro-nucleophilic substitution temperature for - 20℃, reactant confrontation bromine relative substituent benzene and the trimethyl borate material's ratio of quantity was 1/1.5, the reaction time was 140 min, the overall yield reaches as high as 69.5%; In addition, the article had also analysis the goal produce with the mass spectrum and the highly effective liquid chromatography, finally indicated that the obtained product was consistent with the goal product structure..
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Keywords：4-tert-Butylphenylboronic acid; Synthesis;Characterization