54373-85-2Relevant academic research and scientific papers
Production of substituted acetylenic compounds
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, (2008/06/13)
A method of producing substituted acetylenic compounds which comprises: reacting an organic compound having the general formula of wherein A represents a saturated or unsaturated aliphatic hydrocarbon residue of 1-20 carbon atoms which may have one or more substituents inactive in the reaction, and X represents a halogen atom or an arylsulfonyloxy group, with a metal acetylide having the general formula of wherein M represents an alkali metal, and B represents (a) a hydrogen, (b) a saturated or unsaturated hydrocarbon residue which may have one or more substituents inactive in the reaction, or (c) a saturated or unsaturated hydrocarbon residue which has a substituent having the general formula of wherein M represents an alkali metal, in the presence of an alkyl-2-imidazolidinone having the general formula of STR1 wherein R1 and R2 independently represent a lower alkyl, and R3 represents a hydrogen or a lower alkyl.
Kolbe Synthesis of Unsaturated Pheromones by Coelectrolysis with 5-Alkynoic Acids
Seidel, Wolfgang,Schaefer, Hans J.
, p. 3898 - 3903 (2007/10/02)
The alkynoic acids 5a - g are synthesized by coelectrolysis of 5-alkynoic acids 2a - c with dicarboxylic monoesters 3a - d.By reduction, Lindlar-hydrogenation, and acetylation these are converted into pheromones such as (Z)-11-hexadecenyl acetate (7b), the pheromone of Mamestra brassicae. 2a - c can be prepared by alkynylation of 1-bromo-3-chloropropane to 1a - c, substitution by cyanide and hydrolysis.
