OHOHH+(1)O(2)Ag+(CH3)3CCH2ClSAg+S(3)CH2Cl(4)BrCHEtONa2COCBr(CH3)2BrCOOH(5)CHO-CHOOH-HOCCOOHH2PhCH3PhCCOPhCH3冷H2SO4CH3(6)PhCCCH3OHOHAc2O/ZnCPhCH3l2OCCCH3PhOHONOCH3(7)CH3H2NOHCH3H+HNClOH-PhH2C(8)PhH2COCNCH3HOOCNCH3OOH-(9)OHOCOOHOO(10)H2CCHNHBr25H2ONBr2CCOO第 6 页 共 8 页
PhC（11）NOHNaOCl/CH3OHPhCCH3CH3CH3PhNaNH2/C6H6PhOCNHPhCCH3CH3CH3NPh(12)N(13)CONO2CF3CO3HCOONO2(硝基的间位为供电子位)OCH2CH=CHCH3KOHH2OOHH3CCHCH=CH2(14)(15)COCl(16)CH2N2COCHN2PhCO2Ag/EtOHCH2COOHHO(17)CH2NH2OH+CH3NC(18)NH2OHOHCCH3CCH3H+OHH+CH3OHCN+NH2NHN(溶剂为亲核试剂时以此产物为主)(19)CCOH3CCH3
6、
第 7 页 共 8 页
（1）OCHONaCN,EtOH,H2OOOOHCO2HCOHO沙瑞特试剂OOOOOH-OO（2）OHCNHOCNH+HOCH2NH2HNO2NNHOCH2-N2HOCH2O或CH3NO2HOCH2NO2H+HOCH2NH2HO-H+O胍乙啶中间体庚内酰胺
7、答：（1）
CH3H[3,3]σ迁移△H3CCOCH3CO2CH3H3COCO2CH3
（2）
OCH=CH2H3COCH3140～200℃CH3
CH=CH2H3COCH3O[3,3]σ迁移CH3140～200℃CH=CH2H2COCH3
第 8 页 共 8 页
第五章 重排反应作业题
