N-(3-甲酰吡啶)-脯氨酸甲酯的合成及其卷烟加香应用研究

Synthesis of N- ( 3- formyl pyridine )-proline methyl ester and its Application in Unblended Cigarette

摘要:

实验首先以3-吡啶甲酸为起始原料,经酰氯化反应制成3-吡啶甲酰氯.另以α-氨基酸为原料，经酰氯化后再与甲醇反应生成相应的氨基酸甲酯盐酸盐.在室温下,以三乙胺为缚酸剂,3-吡啶甲酰氯与氨基酸甲酯经过酰化反应生成目标产物N-(3-甲酰吡啶)-脯氨酸甲酯化合物.化合物结构通过1H NMR、13C NMR、IR和HRMS技术进行了表征. 并对产物进行热重分析以及热裂解行为研究，分析鉴定出了40多种裂解产物，其多数为致香物质.对目标物进行卷烟加香评吸，结果表明该物质能改善卷烟吸味，减轻卷烟吸食刺激性，增强香气.

Abstract:

Using 3-Pyridine carboxylic acid as materials, 3-pyridine carbonyl chloride was obtained via acylation reaction. The acylated α - amino acid reacted with methanol to generate the corresponding amino acid l ester hydrochloride. At room temperature, using triethylamine as deacid reagent, the target products that N- ( 3- formyl pyridine ) -proline methyl ester was obtained at the acylation reaction of 3-pyridine carbonyl chloride with amino acid ester. The structures of all the compounds were confirmed by 1H NMR、13C NMR、IR、HRMS spectra. Then the applications of the ester in cigarette flavoring were studied as well. More than 40 kinds of pyrolysis products were authenticated. Most of the pyrolysis products were aroma components. The smoke panel test showed that the new compound could improve the cigarette taste and flavor, reduce smoking irritation of cigarette.