chap羧酸衍生物PPT学习教案

1、会计学1chap羧酸衍生物羧酸衍生物RCOOHRCOXRCOORCOORRCONH2(R)CRO第1页/共28页CH3COClPh COClCH3CH2CHCOBrBrCOClCOClOCH2PhCOClCH3COOCCH3OCH3COOCCH2CH3OOOO第2页/共28页CH3CONH2CH3CONCH3CH3HCONCH3CH3NHOCH3CONHPhPhCOOC2H5OH3COCH2COOC2H5COC2H5OCH2COOC2H5COH3C 第3页/共28页COXRCH2COOCOORCONH2(R)CRORCH2RCH2RCH2RCHCOLH第4页/共28页RCOLNuRCONu+L

2、or HNuHLorRCOLRCOOHH2OH or OHROHRNH2RCOORRCONHRH or OH第5页/共28页RCOLNuRCONu+ LRCONuL亲亲核核加加成成消消除除RCOHLHNuRCOHNu+RCOHNuL亲亲核核加加成成消消除除HRCOHNuLHLH碱性条件酸性条件第6页/共28页RCOClRCOORCOORRCONH2(R)CRORCOL 第7页/共28页RCOORRCOORRCONH2RCONH2RCOClRCOClXOORNH2(R)CRO第8页/共28页COXRCOOCOORCONH2(R)CRORRRRCOOHH2OHX+HOCROHORNH3(R)H2O

3、H or OHH2OH or OHH2OH or OHorRCOO第9页/共28页RCOOHH2O+HClRCOClRCOOHRCOOCROH2O2第10页/共28页RCOOHRCONHRH2OH3NR+RCOOH2OH2NR+OHHRCOOHRCOORH2OHOR+RCOOHOHH2O第11页/共28页H2ORCOHORH2ORCOHORRCOHOH HORRCOOHRCOORHHORCOHORH H第12页/共28页RCOORCOORRCOORHOROHRCOO+OR OHH第13页/共28页RCOOHRCOOHHORCOHNHRHNH2R+NH3RH2ORCOHNHRH2ORCOHNHR

4、RCONHRHH第14页/共28页RCOORCONHRH2NROHRCOO+NHRRCONHR OHHRNH HO第15页/共28页ROHRCOORRCOCl+Et3N or 吡啶Et3NH ClNHClorHClROHRCOORRCOClEt3N or 吡啶RCOOHSOCl2第16页/共28页RCOOHRCOOCROROHRCOOR+C2H5OHSCH2OH(CH3CO)2OCH3COONaSCH2OCCH3OOOOCOOEtCOOH二二酸酸单单酯酯COOEtCOOEt二二酸酸二二酯酯 第17页/共28页H2CCHCOOCH3n-BuOHTsOHH2CCHCOOBun+ CH3OHOCOH

5、OCH3NaOCH3CH3OOHCOCH3OCH3COCH3+CHCH2CHCH2OAcOAcnCH3OHOHCHCH2CHCH2OHOHnCCH3OO+CH3COCH3ORCOORRCOORROHHorRO+ROH+第18页/共28页RCOORRCONHRROH+RNH2+H or OHNHROR第19页/共28页RNH2RCONHRRCOCl+Et3NH Cl+Et3Nor 其其它它碱碱RCOOHNEt3RCOOCRORCONHR+RNH2+Et3Nor 其其它它碱碱第20页/共28页RNH2RCONHRRCOOR+HOR+RNH2RCONHRRCONHR+HNHR+H+ 第21页/共28

6、页ArNH2CH3COClor (CH3CO)2OArNHCCH3NH2COOHRCl COCH2PhOBoc2ONHCOOCH2PhCOOHRNHCOOBu-tCOOHR碱碱碱碱H2, PdHClOH2O, OH第22页/共28页OOONH3OHOONH2300oCNHOOBr2NaOHNOONOOBrNa 第23页/共28页RCNH2OBr2 / NaOHRNH2+CO2RCNHOHOHRCNHOBrBrRCNOBrHRCNOBrOH第24页/共28页R2C缺电子中心RCNOBrRCNO- - BrRCNOR迁迁移移异异氰氰酸酸酯酯消消除除和和重重排排同同时时进进行行RCNOOHRCHNOORHNRH2NOHHCO2+OHOH 第25页/共28页RCOOHRCOORRCONHRRCOClRCOOCROH2