精细有机合成课后习题答案

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1、1卤化反应NBS BPOBrBrBrBrBrBr2/AcOH, LiBr98%2%+HBrAcOH 0oC, 12 h BrHN BrOOH2O, 25oCOHBrCH3(CH2)5CHOBr2(C2H5)2OCH3(CH2)4CHBrCHOOOOCH2OHSOCl2, C5H5Nrt, 34 hOCH2ClCOOHNO2COClNO2PCl3,NH2BrN2+BF4-BrFBrNaNO2/HClNH4BF42010 新增2COOHCl2/PCl2170oCCOOHCl(CH3)3CCH3O(1) Cl2, NaOH, H2O(2) H+(CH3)3CO OHCHCHO CO CH3H2 CC

2、5H11NBS, BPOCCl4, refluxCHCHO CO CH3HCC5H11 BrCH3(CH2)14COOHHgO, Br2, CCl2, 0 oC CH3(CH2)14Br磺化反应Cl NO2NO2SO3Na NO2NO2NaHSO3, MgO 6065oCNO2NH2SO3NaNaHSO3NO2NH2NH2SO3Na+NaHSO32010 新增 以甲苯为原料合成邻氯甲苯3烷基化反应OHOH (H3C)3CC(CH3)3H2SO4 65oC+剂 剂 剂 剂 BH TOHOCH3+(CH3)3COHH3PO4or H2SO4 80oCOHOCH3C(CH3)3剂 剂 剂 剂 BH

3、AOHHOOH+CH3COCH3H+剂 剂 剂 剂 剂 剂 剂 剂 AOOOO+CH3IK2CO3/acetone refluxC4H9CCHC4H9CCLiC4H9CCC5H11n-C4H9Li HMPT, C6H14n-C5H11ClHC CH +HCHOC CH2Cu1101200C, 4.413 * 105PaHOH2CC CCH2OHNH2+2C2H5ClNaOH 120220oCN(C2H5)2+ HClNH2NHC4H9NH2+C4H9OHZnCl2 210oC, 0.8 MPaNHC4H9ZnCl2 250300oC, 2.2 MPaC4H94(CH3)3NC10H21CHCO

4、OHBrC10H21CHN+(CH3)3COO-30oC +HNNH2HNNHCH(CH3)2+OHCH2CH2OHCH2CH2OCH3(CH3)2SO4, NaOH (n_C4H9)4N+I-C8H17OHC8H17O(CH2CH2O)nH+OOOCH2OCl+HClZnCl2+BrCNCuCN+N215225oC, 15 hOH3CSO2OH3CSO2OCNOH+KCNAcOH, CHCl3 EtOH5酰化反应NaO3SOHNH2+ClCH2COClNaOH, 05oCNaO3SOHCOCH2ClCH3 NH2NH2CH3 NCONCO+COCl2+HClOCOOHH2SO4, 130 1

5、40oCOOOCH3C(CH3)3ClOOOCH3C(CH3)3ZnCl2/C2H2Cl4 +ClOOAlCl3, CS2 RefluxHCl, H2O+HCN +HClZnCl2NHHHClH2OHOCH2OOO+OClNa, Et2OHCOOOOH2O, RefluxNH4Cl, NH4OH, H2OH2C O OH2C OOO6氧化反应OHOH O2, PtO2/Heptane 60oCNNNNCOOHCOOHKMnO4, H2O 68 70oCNNCH3COOHKMn4 OH-ONa2Cr2O7 HAcOHCH3OCH3Na2Cr2O7, H2SO4 H2O,C6H6,HOAc,10o

6、COnOOnOO OHOCF3CO3H Na2CO3, CH2Cl2OHOHCHO CHOPb(OAc)47还原反应OHOCH2PhPhCH2Cl Pyridine1.KMnO4, H+ 2.H2, PtCOOHCOOHOH+PhCH3NNNO2ClNH2ClFe/CH3COOH 60 90oCNO2NO2NH2NO2NaSx+H2O+ Na2S2O3+S+ONNH2t - C4H9OK (CH3)2SO, 25oCCOORNO2CH2OHNO2NaBH4/AlCl3 O(CH2CH2OCH3)2OOHCH3CHOHCH3/Al(OCH(CH3)2)38缩合反应9AcHOHOOHHOHO+OO

7、H N ClH+ CH2OC2H5OH refluxN ClHO+(CH3CO)2OCH3COONaOHOHOOHOO+(CH3CO)2OCH3COONaO+ClCH2COOC2H5NaNH2OOC2H5OOOC2H5OOC2H5+CH3COOC2H5NaOC2H5OOC2H5O OOC2H5OOOC2H5OC2H5Na, HOC2H5OC2H5OOCHOOHONaCN, EtOH, H2O PH = 7 8, Reflux, 1.5 hO+ SMgBrSHOOOC2H5O2CCO2C2H5+CH2(CO2C2H5)2NaOC2H510knowledgementsMy deepest grat

8、itude goes first and foremost to Professor aaa , my supervisor, for her constant encouragement and guidance. She has walked me through all the stages of the writing of this thesis. Without her consistent and illuminating instruction, this thesis could not havereached its present form.Second, I would

9、 like to express my heartfelt gratitude to Professor aaa, who led me into the world of translation. I am also greatly indebted to the professors and teachers at the Department of English: Professor dddd, Professor ssss, who have instructed and helped me a lot in the past two years.Last my thanks wou

10、ld go to my beloved family for their loving considerations and great confidence in me all through these years. I also owe my sincere gratitude to my friends and my fellow classmates who gave me their help and time in listening to me and helping me work out my problems during the difficult course of

11、the thesis.My deepest gratitude goes first and foremost to Professor aaa , my supervisor, for her constant encouragement and guidance. She has walked me through all the stages of the writing of this thesis. Without her consistent and illuminating instruction, this thesis could not havereached its pr

12、esent form.Second, I would like to express my heartfelt gratitude to Professor aaa, who led me into the world of translation. I am also greatly indebted to the professors and teachers at the Department of English: Professor dddd, Professor ssss, who have instructed and helped me a lot in the past tw

13、o years.Last my thanks would go to my beloved family for their loving considerations and great confidence in me all through these years. I also owe my sincere gratitude to my friends and my fellow classmates who gave me their help and time in listening to me and helping me work out my problems during the difficult course of the thesis.

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