Related Experiment Video
Updated: Oct 14, 2025

Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
Published on: October 30, 2018
[A new monoterpene ester from Zingiberis Rhizoma Recens]
Xiao-Juan Zhang1, Zhi-Min Song1, Yan-Zhi Wang2
1School of Pharmacy, Henan University of Chinese Medicine Zhengzhou 450046, China.
Abstract:
Five monoterpenoid compounds(1-5) were isolated and purified from the acetone fraction of the aqueous extract of Zingiberis Rhizoma Recens by MCI, Sephadex LH-20, silica gel, semi-preparative HPLC, and TLC. Their structures were identified with multiple spectroscopical methods including 1 D-NMR, 2 D-NMR, and MS. The five compounds were identified as(2E,6Z)-8-hydroxy-2,6-dimethylocta-2,6-dien-1-yl-(E)-3-(4-hydroxy-3-methoxyphenyl) acrylate(1),(2E,6E)-8-hydroxy-3,7-dimethylocta-2,6-die-noic acid(2),(E)-1,8-dihydroxy-3,7-dimethyl-2-octenoic acid(3), linalyl-β-D-glucopyranoside(4), and β-D-glucopyranoside-(2E)-3,7-dimethyl-2,6-octadien-1-yl(5), respectively.Compound 1 was a new monoterpene ester, and compounds 4-5 were isolated from this plant for the first time.
Related Concept Videos
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
E1 Reaction: Stereochemistry and Regiochemistry
Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization
β-Dicarbonyl Compounds via Crossed Claisen Condensations
Esters to β-Ketoesters: Claisen Condensation Mechanism
E2 Reaction: Stereochemistry and Regiochemistry
When a substrate with two different β hydrogens undergoes an E2 elimination, the presence of a strong base can yield two regioisomeric alkenes. The more-substituted alkene is the major...

