長鏈烷基苯衍生物的合成.pdf

1、天津大學(xué)碩士學(xué)位論文長鏈烷基苯衍生物的合成姓名：苗成才申請學(xué)位級別：碩士專業(yè)：有機化學(xué)指導(dǎo)教師：張文勤20090501ABSTRACTLong—chainalkylsubstitutedbenzenederivativesasanimportantkindofchainorganicintermediate，areappliedwidelyintheproductionofmedicines，materialsandfine。chemi

2、calsBromosubstitutedlongchainalkylbenzeneareveryimportantnewliquidcrystalintermediatesespeciallyinthemanufactureofnewupscaleliquidcrystals，butveryfewchemicalworkershavedoneresearchonthesynthesisofBromosubstitutedalkylben

3、zenederivativesrecentlyLongchainalkylphenolderivatives，asanotherveryimportantintermediates，areappliedwidelyintheproductionofmedicinesandfinechemicals1bromo。4noctylbenzeneandpnoctylphenolwereselectedasthetargetmolecularso

4、fthispaperandtheywouldbesynthesizedfromfourdifferentrouteSrespectivelyanddiddeepresearchoneveryroutesComparedtothisfourroutes，thispaperhopedtofindahighyield、highpurity、simplesynthesisroute、lowcostmethodThroughesterificat

5、ionthesynthesisof1bromo4noctyibenzenewasmostsuccessfulusingbromobenzeneandhydrazinehydrateasstartingmaterialsthroughFriedelCraftsacylationreactionandWolffkisherhuangreductionreactiontheoverallyieldwasupto70％thepuritywasu

6、pto99％Theoptimumconditionsofthestepofbromobenzeneacylationwasnotusingadditionalorganicsolvents；ThestepofketonereductionwasidealthroughimprovedWolffkisher—huangreductionTothesynthesisofpnoctylphenol，foursynthesisrouteswer

7、eallsuccessfulmoderateyieldswereobtained，andthefinalpuritieswereupto90％，butthemostidealsynthesisroutewasusingpmethoxybenzylchlorideasstartingmaterialthroughGrignardcrosscouplingreactionanddemethylationreactionTheoptimumc

8、onditionsofstepofGrignardreactionwereasfollows：THFasreactionsolventCuLi2C14ascatalyst；Thestepofdemethylationwasusinghydrogenbromideasreagent，theyieldwasupto92％，thepuritywas97％AIItheintermediatesandtargetcompoundsweresynt