15724-79-5Relevant academic research and scientific papers
Efficient synthesis of β-chlorovinylketones from acetylene in chloroaluminate ionic liquids
Snelders, Dennis J. M.,Dyson, Paul J.
supporting information; experimental part, p. 4048 - 4051 (2011/10/04)
A method for the Friedel-Crafts-type insertion reaction of acetylene with acid chlorides in chloroaluminate ionic liquids is presented. The use of ionic liquids not only serves to avoid the use of carbon tetrachloride or 1,2-dichloroethane but also suppresses side reactions, notably the polymerization of acetylene, which occurs in these chlorinated solvents. Consequently, the products can be isolated using a simpler purification procedure, giving a range of aromatic and aliphatic β-chlorovinyl ketones in high yield and purity.
A Novel Regio- and Stereospecific Hydrohalogenation Reaction of 2-Propynoic Acid and Its Derivatives
Ma, Shengming,Lu, Xiyan,Li, Zhigang
, p. 709 - 713 (2007/10/02)
2-Propynoic acid and its derivatives are hydrohalogenated regio- and stereospecifically by reaction with lithium halides in acetic acid, or preferably with 1 equiv of acetic acid in refluxing CH3CN, to afford the thermodynamically unfavorable (Z)-3-halopropenoic acids and their derivatives as sole products.A rationale for the regio- and stereospecifity is briefly discussed.
A Route from 1,1,1,3-Tetrachloro-3-phenylpropane to Ethynyl Phenyl Ketone Involving Elimination of Hydrogen Chloride and 1,3-Proton Transfer
Akiyama, Takeo,Yoshida, Yasuki,Hanawa, Tokiko,Sugimori, Akira
, p. 1795 - 1798 (2007/10/02)
The treatment of 1,1,1,3-tetrachloro-3-phenylpropane with alkali in ethanol affords ethynyl phenyl ketone and its acetal in good yields.This reaction proceeds through the elimination of hydrogen chloride and an efficient 1,3-proton transfer catalyzed by base.Ethyl cinnamate is obtained in only 2percent yield.
