Effective synthesis of menthol derivative monomenthyl succinate catalyzed by nanoscale silicon dioxide immobilized DMAP derivative in mixed solvent system

Binxia Zhao,Kai Tang,Wenwen Zheng,Xinyu Qi,Xiaoli Zhang,Longhui Wei,Binglin Li

doi:10.5802/crchim.28

Abstract

Effective synthesis of menthol derivative monomenthyl succinate catalyzed by nanoscale silicon dioxide immobilized DMAP derivative in mixed solvent system

Highlights

Menthol extracted from the leaves of the Mentha species has a typical minty flavor and has been widely used in many fields such as food, pharmacy, and daily chemical products [1,2,3,4]
The resulting chloropropyl-modified nanoscale silicon dioxide was separated by centrifugation and washed at least four times with ethanol and deionized water
KI was used as the catalyst and K2CO3 was employed to create an alkaline environment, which enabled N-alkylation to be carried out smoothly

Summary

Introduction

Menthol extracted from the leaves of the Mentha species has a typical minty flavor and has been widely used in many fields such as food, pharmacy, and daily chemical products [1,2,3,4]. The main limitations on its applications are low water solubility and high volatility [7,8,9,10] To overcome these drawbacks, many menthol derivatives such as menthol formamide, menthol glyceryl ether, and monomenthyl succinate have been artificially synthesized [11]. Menthol formamide has a strong stimulating effect on the skin and menthol glyceryl ether loses significantly its function as a cooling agent. Among these derivatives, a well-known alternative to menthol is monomenthyl succinate, which has acceptable solubility and relatively low volatility; it retains its typical minty flavor [12,13]

Methods

Results

Conclusion