最新大学本科有机化学37胺1教学课件.ppt

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1、HOHOCH2H2CNH2NHCH2CH2CH3HNCH3HOHCC PhOOOCH3OHOHOHNCH3N,N-diethyl-3-methyl-2-pentanaimeN,N-二乙基二乙基-3-甲基甲基-2-戊胺戊胺：CH3CH2CH CHCH3CH3N(C2H5)2 甲胺甲胺 N,4-二甲基二甲基-N-乙基苯胺乙基苯胺CH3NH2NH3CCH3C2H5methylamine N-ethyl-N,4-di ethylbenzenamine CH3NH2 HClmethylamine hydrochloride甲胺盐酸盐甲胺盐酸盐 乙胺醋酸盐乙胺醋酸盐Tetraethylammonium b

2、romide Tetraethylammonium hydrooxide 溴化四乙铵溴化四乙铵 氢氧化四乙铵氢氧化四乙铵CH3CH2NH2 HOAcethylamine acetateCH3CH2-N-CH2CH3 Br -+CH2CH3CH2CH3CH3CH2-N-CH2CH3 OH -+CH2CH3CH2CH3RXNH3RNH2+NH4X+RXRNHRRNRRRNRR+RXNHOOKOHor K2CO3NOOKR XNOORNH2NH2NH2R或或R OTsSCH3OOORR OTsRCNH2, Raney NiRCH2NH2LiAlH4NH3LiAlH4RCONH2H2ORCH2NH2R

3、CRNOHH2 / NiRCHRNH2或 LiAH4RCRNNH2H2 / NiRCHRNH2RCHRRCHRNHRCRORCHRNRCRH2 / NiNH3 : 醛醛酮酮1 : 2对对称称仲仲胺胺NH3 过过量量伯伯胺胺RCRNHH2 / NiRCHRNH2RCROH2 / NiNH3NH3RCRNH2NH2H2 / Ni- - NH3RCNH2OBr2 / NaOHRNH2+CO2RCNHOHOHRCNHOBrBrRCNOBrHRCNOBrOHR2C缺电子中心缺电子中心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RCNOOHRCHN

4、OORHNRH2NOHHCO2+OHOH CO2RCNH2OBr2 / NaOHRNH2*+CNOBrCNOCNOBr CR1R2R3CR1R2R3CR1R2R3 Br N2RH2NRCNONNRCNO+CO2+H2ON2R迁迁移移RCClORNH2+RCNONNRCOHOH2ON2NaN3HN3H2SO4CO2+ RXRNH+RNH2碱碱RHX ( (碱碱吸吸收收) )RCRNRH2 / NiRCHRNHRRCRONH2RH+LiAlH4RCONHRH2ORCH2NHR(1)(2)RXRNH+碱碱RHX ( (碱碱吸吸收收) )RNRRRNHRn-BuLiRNRRX醚醚LiRNRRRCHC(

5、H)RNR2H2CH(H)RNR2Pd / CRCH2C(H)RHNR2OH+RCH2ArNO2ArNH2还还原原剂剂Fe / HCl ， Sn / HCl ， SnCl2 / HClH2 / Ni or Pt or PdH2S / NH4OHArXArNH2XO2NR2NHNO2NRRNaNH2NNHHNRRRRRHRCH3NH2(CH3)3NCH3NH2(CH3)3N(CH3)2NHNH3(CH3)2NHNH3NRRNH2NH2NH2NH2NH2PhNH2RNH2RXRRNH+R2NHRX+RR2N+HX+HXR3NRX+RR3N XRNH2+RSNHROO（碱碱）Et3N+HClRSClOORSOROO（碱碱）Et3N+HCl+ROHRNH2R2NHR3NPhSO2NHRPhSO2NR2NaOHNaOH不不溶溶不不溶溶PhSO2NR NaPhSO2NHR溶溶解解不不溶溶H+PhSO2NR2不不溶溶H+PhSO2NR2不不溶溶未未变变化化未未变变化化PhSO2Cl +R3NH+R3NH溶溶解解PhSO2Cl1o 胺胺2o 胺胺3o 胺胺不不溶溶（不不反反应应）NHNHONHONNCH3H3CCH3H2NSO2H2NSO2H2NSO2NHCNH2NHH2NSO2NH2H2NSO2H2NSO2NHR