12c2-芳基迁移重排法合成α-(4-取代苯基)异丁酸的-研究

《12c2-芳基迁移重排法合成α-(4-取代苯基)异丁酸的-研究》由会员上传分享，免费在线阅读，更多相关内容在学术论文-天天文库。

1、万方数据青岛科技大学研究生学位论文STUDYOFSYNTHESISOF仅一(4一SUBSTITUTEDPHENYL)ISOBUTYIUCACIDBY1，2-ARYLSHIFTREARRANGEMENTREACTl0NABSTRACT(】L—arylalkylcarboxylicacidisanimportantorganicintermediates，whichwaswidelyusedinmedicine，pesticideandotherfields．Thispaperstudiedthenewsyntheticmethodsofa-arylalkylcar

2、boxylicacidcompounds．Aseriesofsubstitutedbenzene，suchasFluorobenzene，Toluene，Anisole，wasusedastherawmaterials．BytheproceduresofFriedel—craftsacylreaction，brominationreaction，protectionreactionofcarbonylgroup，1，2-arylshiftRearrangementreaction，hydrolysisandacidificationreactionofester

3、s，anovelsyntheticmethodofn一(4-substitutedphenyl)isobutyricacidwasfinallydesignedanddeveloped．Thebetterconditionsofthisnovelmethodweredeterminedbyoptimizationofthewholeprocess，includingthetemperature，time，concentrationoftheFriedel—craftsacylreactionetal；thetemperatureandconcentrationo

4、fthebrominationreaction；thesolvent，protector,catalyst，timeandconcentrationoftheprotectionreactionofcarbonylgroup，thesolvent，catalystandtimeofthe1，2-arylshiftRearrangementreactionetalandthesolvent，volumeratioanddosageofbaseofthehydrolysisreactioneta1．Thetargetproductsandintermediatesw

5、ereidentifiedbyspectruanalysisandstructureidentification．Thenovelmethodthatisusedtosynthesizea-(4-substitutedphenyl)isobutyricacidhasseveraladvantages，includingthecheaprawmaterials，thelesstoxicsolvents，andthehigheryieldofproducts，thesimpleprocessflowthatiseasytoindustrialIII万方数据1，2一芳

6、基迁移重排法合成q．(4-取代苯基)异丁酸的研究productionKEYWORDS0【一(4一substitutedphenyl)isobutyricacid，Friedel—craftsacylreaction，brominationreaction，1，2-arylshiftrearrangementreactionTV万方数据青岛科技大学研究生学位论文目录第一章绪论⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯11．1a一芳基烷基羧酸⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯～11．2a一芳基烷基羧酸的合成方法⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯

7、⋯．．21．2．1Willgerold—Kindler法⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯．21．2．2Darzens缩合法⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯．21．2．3格氏试剂法⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯31．2．4氧化重排法⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯31．2．5缩酮或者缩硫酮重排法⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯4l-2．6Monsanto催化法⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯51．2．7路易斯酸催化1，2一芳基迁移重排法⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯⋯

8、⋯⋯⋯⋯61．3a一(4