- 【Updated on May 12, 2025】 Integration of CiNii Dissertations and CiNii Books into CiNii Research
- Trial version of CiNii Research Knowledge Graph Search feature is available on CiNii Labs
- 【Updated on June 30, 2025】Suspension and deletion of data provided by Nikkei BP
- Regarding the recording of “Research Data” and “Evidence Data”
One-step and Non-catalytic Intramolecular Redox Reactions of Conjugated All E-Dienals to Non-conjugated Z-Enoic Acids in Subcritical Water
Search this article
Description
Simple treatment of conjugated all E-dienal, (2E,4E)-hexa-2,4-dienal, in subcritical water afforded an intramolecular redox product, non-conjugated Z-enoic acid, (Z)-hex-3-enoic acid, in 42% yield without the usage of a metal catalyst in one-step under the conditions of 250 ℃, 10 min, and 0.35 g mL^<-1> water amount. Similar treatment of the dienal in superheated benzyl alcohol produced corresponding ester, benzyl (Z)-hex-3-enoate, in 34% yield under the conditions of 300 °C, 30 min, and 0.5 g mL^<-1> benzyl alcohol amount. The obtained (Z)-hex-3-enoic acid was transformed to cis-β-hydroxy-γ-ethyl-γ-lactone in 90% yield by hydrogen peroxide at 60 °C for one day under solvent-free conditions.
Journal
-
- The Journal of Supercritical Fluids
-
The Journal of Supercritical Fluids 62 178-183, 2012-02
Elsevier