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1、ABSTRACTArylboronicacidsareboroniccompoundswhichhavesinglephenylormultiphenyls・Varioussubstitutedarylboronicacidsareimportantintermediatesoforganicsynthesis.Theyplayanimportantroleinthesynthesisandmodificationofasymmetiypesticidesandmedicines.Besidesthat,theyal
2、soplayanimportantroleinthesynthesisofbiologicreagentsandmaterials.Therefore,itisveryimportanttostudythepreparationofsubstitutedphenylboronicacidsandtheimprovementofthepreparationprocess.Inthisthesis,thesynthesisesof2,6-dimethylphenylboronicacidand4-isopropylphe
3、nylboronicacidandtheirprocessimprovementwerestudiedindetail.Meanwhile,thesynthesisof1,4-benzenediboronicacidwasalsoinvestigatedpreliminarily.2,6・DimethylphenylboronicacidwaspreparedaccordingtoclassicGrignardreagentmethod.Anoptimizedprocesswasobtainedbyinvestiga
4、tingtheinfluenceofthetemperature,reactantproportion,temperaturerisingrateandmixedsolventontheyield.Themolarratioofreactantsisn(Mg):n(CsH9Br):n(B(OC4H9)3)=l21.0:2.0,Grignardreagentwaspreparedfrom2,6-dimethylphenylbromideandmagnesium,thenitwasreactedwithtributylb
5、orateat-10°C,andthereactionmixturewashydrolyzedinacidmediumafterthetemperaturewasincreasedto20°Cinashorttime.Thetotalyieldis72.2%.Basedontheanalysisoftheexperimentresults,tcone-pof,methodwasproposedandcheckedtosynthesizethe2,6・dimethylphenylboronicacid.Anoptimi
6、zedprocesswasobtainedbyinvestigatingtheinfluenceoftheboronationreagent,reactantproportionandsolventontheyield.Thesolutionof2,6・dimethylphenylbromide,tributylborateandTHF(Tetrahydrofuran)wasaddedtothemagnesiumchipdropwise,thereactantproportionwasn(Mg):n(CsH9Br):
7、n(B(OC4H9)3)=1.2:1:1.5.Thereactantsolutionwaskeptinawaterbathat30°Cfor2hours,thenhydrolyzedinaacidmedium.Theisolatedyieldis80.1%.TheproductwascharacterizedbyIR,UV,MSand*HNMR.4-IsopropylphenylboronicacidwasalsopreparedfromGrignardreagent.Anoptimizedprocesswasobt
8、ainedbyinvestigatingtheinfluenceofthetemperature,reactantproportion,temperaturerisingrateontheyield.Themolarratioofreactantsisn(Mg):n(CsH9Br):n(B(OC4H9)3)=l.2:1.0:1.5,thenuc