茄酮草酸酯的合成及其在卷烟加香中的应用

Synthesis of Solanone Oxalate and Its Application to Cigarette Flavoring

为了改善茄酮在卷烟加香中的稳定性,以茄酮为原料,经过羰基保护、硼氢化-氧化、酯化反应合成了新型烟用香料茄酮草酸酯,利用质谱、核磁共振、元素分析对目标产物结构进行了表征,采用在线热裂解-气相色谱-质谱联用对目标产物的热裂解产物进行了分析,并对茄酮草酸酯在卷烟中的加香作用进行了研究。结果表明,目标产物能够改善茄酮不稳定、易挥发的缺点,其主要裂解产物是对卷烟有积极贡献的茄酮,且裂解越高裂解产物越多;目标产物加入卷烟,可以显著提高香气质量、降低刺激性以及改善余味。

Solanone oxalate was synthesied from solanone via ketalization,hydroboration-oxidation reaction,esterification in order to improve stability of solanone. Their structures were confirmed by MS,NMR,elemental analysis. Pyrolysis products of the title compound was studied by means of pyrolysis-GC-MS.The effect of the title compound on flavor of cigarettes by smoking was preliminarily evaluated.The results showed that the title compound is more stable and less volatile compare with solanone,and its mainly pyrolysis product is solanone. The title compound had the functions of enhancing aroma quality and quantity of cigarette smoke,reducing irritancy and improving aftertaste.