第四章 缩合反应

Description
第四章 缩合反应. Condensation Reaction. 定义: 两个及两个以上有机化 合物通过反应形成一个新的较大分子或同一分子内部发生分子内的反应形成新分子的反应称为缩合反应 。. 用途: 形成新的碳 - 碳键或碳 - 杂键. 缩合反应 (C-C 键形成 ) - 羟烷基、卤烷基、氨烷基化反应  - 羟烷基、  - 羰烷基化反应 亚甲基化反应  ,- 环氧烷基化反应 环加成反应. 第一节 α- 羟烷基、卤烷基、氨烷基化反应. 4.1.1 - 羟烷基化反应 4.1.1.1 Aldol 缩合 [醇醛(酮)缩合]

Please download to get full document.

View again

of 154
All materials on our website are shared by users. If you have any questions about copyright issues, please report us to resolve them. We are always happy to assist you.
Information
Category:

General

Publish on:

Views: 9 | Pages: 154

Extension: PDF | Download: 0

Share
Transcript
Condensation Reaction --
  • (C-C)
  • -
  • - -
  • ,-
  • -
  • 4.1.1 -
  • 4.1.1.1 Aldol[()]
  • 4.1.1.2-(Prins)
  • 4.1.1.3-()
  • 4.1.1.4-
  • 1.Aldol() ()()-()-()Aldol Step 1 Step 2 An alkoxide ion Weaker base Stronger base Step 3 Step 4 < 71% 62% 60% 1 2- 2Claisen-Schimidt - (85%) 6578
  • Claisen-Schmidt (60%)
  • 3()
  • LDA()
  • TiCl4
  • LDA
  • 65% 78% 4Tollens() -Ca(OH)2K2CO3NaHCO3-Tollens (45%) -- 1 Aldol ii (57%) (85%) Robinson Michael 5)Robinson alpha alpha,beta-Robinson Robinson
  • ,-
  • Michael Aldol
  • MichaelAldol
  • Robinson
  • 71% 63~65% Robinson 4.1.1.2 - Prins- 1,3-Prins- : alpha-1,3-1,3-Prins HCl - (86%) (85%) 4.1.1.3 - ()- (96.5%) alpha- ,- R-, - (80%) 4.1.1.4 - Reformatsky --,-Reformatsky (R4=H) - ICH2COOC2H5>BrCH2COOC2H5 >ClCH2COOC2H5 (95%) ZnMgLiAl (81%) (91%)
  • Reformatsky
  • -
  • -
  • A GrignardNormant GrignardNormant() Grignard Normant 4.1. 2- Blanc ZnCl2AlCl3Blanc : ArCH2Cl ArCH2OH, ArCH2OR, ArCHO, ArCH2CN, ArCH2NH2(R2) Blanc ()
  • 4.1.3 -
  • Mannich
  • Pictet-Spengler
  • Strecker
  • Mannich --(Mannich)Mannich
  • : : -H -
  • C-
  • Michael
  • ()
  • (90%) (95%) (70%) (42%) 75% Pictet-Spengler -1,2,3,4-Pictet-Spengler Mannich - Strecker --Strecker- --
  • 4.2.1 -
  • 4.2.1.1-
  • 4.2.1.2-
  • 4.2.1.3-
  • 4.2.1.1- Lewis(AlCl3SnCl4)Friedel-Crafts- 4.2.1.2- eg: (70%) SN2 4.2.1.3- (62%) (89%) 4.2.2- 4.2.2.1Michael ,--Michael AA'A"-CHO, -COR, -COOR,-CONH2 , -CN, -NO2 , -SOR,SO2R ()() 0.1~0.3 Micheal
  • 100% 53% , - 4.2.2.2- , -1,4-- 1,4-1,2-()1,2-1,4-1,2-1,4- Grignard1,4- 3--2- 4.3.1 Wittig 4.3.2 Wittig-Horner 4.3.3 Knoevenagal 4.3.4 Stobbe 4.3.5 Perkin 4.3.6 Erlenmeyer-Plchl Wittig WittigWittig RX RBr Et2O DMF DMSO NaNH2 RONa n-BuLi Wittig R R1,R2,R3,R4
  • Wittig,
  • THFDMSODMFHMPA
  • Wittig
  • -
  • _1,4-A
  • WittigZE(Fischer)
  • Wittig Witting A 4.3.2 Wittig-Horner Ylide Wittig 4.3.3Knoevenagel(- (), - - 56 4.3.4Stobbe(-
  • -Stobbe
  • -Stobbe 4.3.5Perkin(-
  • beta-()Perkin
  • 4.3.6 Erlenmeyer-Plchl(- Darzens -,-()Darzens
  • 1a,b-
  • 2
  • Ibuprofen
  • Diels-Alder 1,4- Diels-Alder R1 -CHO, -COR, -COOR, -CN R
  • 1[4+2]Diels-Alder Diels-Alder =k1[][] =k2[] 2Diels-Alder ,- 3 Diels-AlderDiels-Alder 4 Diels-Alder 1- 2- 1,3- 5 Diels-Alder
  • 6 Diels-Alder 6 Diels-Alder 2 (Carbenes) 1. (singlet state) (triplet state) 2. a. b. 3. a. C = C b. C H
    We Need Your Support
    Thank you for visiting our website and your interest in our free products and services. We are nonprofit website to share and download documents. To the running of this website, we need your help to support us.

    Thanks to everyone for your continued support.

    No, Thanks
    SAVE OUR EARTH

    We need your sign to support Project to invent "SMART AND CONTROLLABLE REFLECTIVE BALLOONS" to cover the Sun and Save Our Earth.

    More details...

    Sign Now!

    We are very appreciated for your Prompt Action!

    x