Dissertation > Excellent graduate degree dissertation topics show

A Study on Synthesis of Substituted Cyclopropyl Compounds and Their Ring-opening Products

Author: PengGuiLi
Tutor: LinYuanBin
School: Xiangtan University
Course: Organic Chemistry
Keywords: Cyclopropyl Nucleophilic substitution reaction Carbene reaction Ring-opening reaction Homoallyl
CLC: O621.3
Type: Master's thesis
Year: 2011
Downloads: 38
Quote: 0
Read: Download Dissertation

Abstract


The the cyclopropyl compounds are a class of important organic compounds, the structure-activity group has a good biological activity and high selectivity, it is widely used in medicine, pesticide and other industries. Currently, the synthesis method, taking into account the yield and raw materials for the degree of difficulty, this paper mainly taken the nucleophilic substitution and carbene reaction. Cyclopropyl compound is unstable and easy to open the ring; alcohols are also prone to beta-eliminate the olefinic compound, cyclopropyl alkyl alcohol prone to eliminate the ring-opening reaction to obtain high allyl halide, having the olefin and the The dual nature of the halide is also an important intermediate in organic synthesis. This is alkyl alcohol by cyclopropyl ring opening to eliminate prepared by high-allyl halide. The main research work can be divided into the following two aspects: 1: cyclopropyl the Synthesis of 1 using the nucleophilic substitution reactions cyclopropyl ketones, and the preparation of cyclopropyl alkyl alcohol compounds by Grignard reaction its influencing factors are discussed, a mild reaction conditions, high yield synthetic route. 2. The carbene Synthesis cyclopropyl carboxylic acid esters i.e. first daisy ethyl compound. 3 of each of acetone and methylene chloride as the solvent, first chrysanthemum ethyl ester as the raw material, the reaction conditions of potassium permanganate as an oxidizing agent cyclopropyl dicarboxylic acid, and with dichloromethane as solvent. Discussion on the conditions. This method uses a phase transfer catalyst to improve the yield, while reducing the amount of sulfuric acid, environmentally friendly. 4 can be formed according to the ortho position of the dicarboxylic acid is easily dehydrated relatively stable characteristics of the five-membered ring, we use acetic anhydride as a dehydrating agent to the cyclopropyl di-carboxylic acid as a raw material for the reaction having the biological activity of cyclopropyl carboxylic acid anhydride, i.e. 6,6 - dimethyl-3 - oxabicyclo [3.1.0] hexane-2, 4 - dione. II: ring-opening products of cyclopropyl alkyl alcohol, i.e. Synthesis of allyl halide compound we use the hydrohalic acid under different reaction conditions cyclopropyl alkyl alcohols open ring obtained a series of high-allyloxy halide group. This method has a simple, readily available raw materials, short reaction time, high yield and obtained olefin with cis-trans isomerization. This paper to test H nuclear magnetic resonance (1 H NMR), (13) to C nuclear magnetic resonance ((13) to C NMR) were characterized by means of the synthesis of the target product. Wherein 1 - cyclopropyl -1 - methyl-butanol, 1 - cyclopropyl-1 - methyl-pentanol, 1 - cyclopropyl-1 - benzyl alcohol, 1 - chloro-4 - methyl -3 - heptene, 1 - chloro-4 - methyl -3 - octene, 5 - chloro-2 - benzyl-2 - pentene, 1 - bromo-4 - methyl-3 - heptene, 1 - bromo-4- - methyl -3 - octene, 5 - bromo-2 - benzyl-2 - pentene, 1 - iodo-4 - methyl-3 - heptene, 1 - iodo-4 - methyl -3 - octene , 5 - iodo-2 - benzyl-2 - pentene was not reported compound.

Related Dissertations

  1. Sulfonamide substitution reaction catalyzed asymmetric,O621.25
  2. Study on the Nucleophilic Ring-opening Reactions of Aziridines,O621.25
  3. Study on "One Pot" Allylation Reaction of Aldehydes Mediated by Indium,O621.25
  4. Investigation on the Synthesis of α-glycosyl Thiols and the Se-acylation with N-acylbenzotriazoles,O621.25
  5. The Theorical Study on the Formation about β-CD-Styrene Oxide and β-CD-N-Tosyl-2-Phenyl-Aziridine, and HBr-Induced Ring Opening of Styrene Oxide in the Presence of β-CD,O621.13
  6. The Synthesis of Aziridines and Its Ring-opening Reaction by Glucose,TQ251
  7. Ferrocenylimines ring Palladium - phosphine adduct cyclopropyl boronic participating Suzuki Coupling Reactions,O621.25
  8. Study on the Synthesis of o-mercaptobenzonitrile,TQ246.7
  9. Synthesis of Cyclopropanes and Their Applications in the Synthesis of Nitrogen-containing Heterocycles,O621.25
  10. Study on the Degradation of the Chloride in Crude Oil,TE622.1
  11. Oxygen, sulfur atom nucleophilic substitution reaction theory,O643.1
  12. Synthesis and Application of a New C2-symmetric Chiral Bisaminoalcohol Catalyst in Diethylzinc Addition Reaction,O643.3
  13. Asymmetric Synthesis of 3-aryl-2,3-diamino Acids,O625.6
  14. Use Fu - g Synthesis of Chiral non-natural amino acids,O623
  15. Study on the Preparation and Application of pH Sensitive Polyphosphazenes Hydrogels,O634.51
  16. Studies on the Selective Reactions of Methylenecyclopropane Derivates with Organic Compounds Containing Phosphor, Sulfur or Selenium Element,O621.25
  17. Studies and Applications of the Ring Fragmentation of 1, 3-Dithiolancyclopentyl in α-Oxo Cyclicketene-(S, S)-Acetals,O621.25
  18. Ring-opening Reaction of Terminal Epoxides Catalyzed by Substituted Guanidine,O621.25
  19. Studies on the Addition Reaction of Methylenecyclopropanes,O621.2
  20. Studies on the Nitration of α、β Unsaturated Ketones and the Ring-opening Reaction of Epoxy Ketones with Nitric Oxide,O621.25

CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Synthetic organic chemistry
© 2012 www.DissertationTopic.Net  Mobile