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http://dx.doi.org/10.7585/kjps.2013.17.2.140

A facile synthesis of (E)-2-hexenyl (E)-2-hexenoate and (E)-2-hexenyl (Z)-3-hexenoate, pheromone components of Riptortus pedestris  

Kim, Junheon (Division of Applied Life Science (BK21), Gyeongsang National University)
Park, Chung Gyoo (Institute of Agriculture and Life Sciences, Gyeongsang National University)
Publication Information
The Korean Journal of Pesticide Science / v.17, no.2, 2013 , pp. 140-143 More about this Journal
Abstract
We investigated optimal condition for synthesis of (E)-2-hexenyl (E)-2-hexenoate (1) and (E)-2-hexenyl (Z)-3-hexenoate (2), the pheromone components of Riptortus pedestris, by Steglich esterification. The reaction with 1.1-1.5 equivalent of dicyclohexylcarbodiimide (DCC), 1.5-2.0 equivalent of (E)-2-hexenol, and 0.1 equivalent 4-dimethylaminopyrinde (DMAP) to (E)-2-hexenoic acid in toluene or (Z)-3-hexenoic acid in dichloromethane led 1 and 2 in 76-78% and 87-91% yield, respectively.
Keywords
(E)-2-hexenyl (E)-2-hexenoate; (E)-2-hexenyl (Z)-3-hexenoate; Steglich esterification; Pheromone; Riptortus pedestris;
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