硫酰氟气体(SO2F2)促进的伯醇的偶联转化毕业论文
2021-04-24 07:04
摘 要
本文主要研究了联苯甲醛及其苯甲醛衍生物的合成并考察用“一锅法”实现联苯甲醛与硝基甲烷的Henry反应。研究内容分为两部分:
第一部分参考相关文献在硫酰氟气体的作用下以联苯甲醇为底物制备联苯甲醛。
第二部分通过“一锅法”将制备而来的联苯甲醛与硝基甲烷反应生成硝基醇化合物。
对反应条件进行筛选优化,减少消除副反应,提高产率。选取代表性底物验证该方法的适普性。
研究结果初步验证了通过硫酰氟氧化联苯甲醇及其衍生物制备联苯甲醛并使用“一锅法”制备硝基醇化合物的策略是可行的,且此类反应转化率高,官能团耐受性很好,产率较高。
本文主要亮点是采用了以硫酰氟气体氧化生成的醛作为底物,通过“一锅法”发生类似羟醛缩合的偶联转化反应,加长碳链。
关键词 :联苯甲醇;偶联转化;“一锅法”;硫酰氟;
Abstract
This paper mainly studies the synthesis of biphenyl formaldehyde and its benzaldehyde derivatives and probes into the Henry reaction research on the use of a pot method to realize dibenzaldehyde and nitromethane. The research contents are divided into two parts:
The first part of the reference literature for PCB methanol PCB substrate preparation method of formaldehyde
In the second part through a pot preparation of biphenyl formaldehyde will react with nitromethane generate preliminary results demonstrated the nitro alcohol compounds by sulfuryl fluoride diphenyl oxide preparation of methanol and its derivatives biphenyl formaldehyde a pot and use the method of preparation of nitro alcohols compound strategy is feasible, and the reaction conversion rate is high, the functional group tolerance is very good, the yield is higher in this paper,
We highlight is adopted as a sulfuryl fluoride gas generated aldehyde oxide as the substrate, by a pan of similar coupling of aldol condensation reaction
Key Words:Benzyl alcohol; Coupling transformation; A pot of law; Sulfuryl fluoride
目 录
第1章 绪论.....................................................................................................................................1
1.1 硫酰氟性质简介....................................................................................................................1
1.2 硝基甲烷性质简介................................................................................................................2
1.3 醇类性质简介................................................... ....... ....... ....... ............................................2
1.4 β-硝基醇简介......................... ....... .................. ....... ............................................................2
1.5 Henry反应简介........................................... ..........................................................................2
1.5.1过渡金属催化的Henry反应制备β-硝基醇........................................................ ........3
1.5.2 碱催化的Henry反应制备β-硝基醇................................................. .................. .......4
1.6研究目的、内容以及意义........................... .........................................................................4
第2章 联苯甲醛的制备............................................................................................... ...... ..........6
2.1主要实验试剂与仪器.............................................................................................................6
2.2联苯甲醛的合成..................... ........ ......................................................................................7
2.2.1 实验原理.........................................................................................................................7
2.2.2 实验步骤.........................................................................................................................7
2.2.3 结果与讨论.....................................................................................................................8
第3章 联苯甲醛与硝基甲烷的偶联反应................ ..…..............................................................9
3.1 主要实验试剂与仪器............................................................................................................9
3.2 实验原理....................................................................................... .......................................10
3.3实验步骤........................................................................................................................ .......10
3.3.1 对产物的初步表征........................................................................................................10
3.4联苯甲醛Henry反应条件的筛选........................................................................................11
3.4.1 碱种类的对反应的影响................................................................................................11
3.4.2 醋酸钠的用量对反应的影响........................................................................................12
3.4.3 温度对反应的影响........................................................................................................12
3.4.4 溶剂对反应的影............................................................................................................13
3.4.5 反应物投料比对反应的影响........................................................................................14
第4章 芳香醛底物拓展................................... ............................................................................16
4.1吸电子底物拓展.................................. .................................................................................16
4.1.1主要实验试剂与仪器.................................. ..................................................................16
4.1.2 实验原理.................................. .....................................................................................17
4.1.3 实验步骤.................................. .....................................................................................17
4.1.4对产物的初步表征.................................. ......................................................................17
4.2给电子底物拓展.................................. ..................................................................................18
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