烟草科技2016,Vol.49Issue(2):42-46,5.
5-甲基-6,7-二氢-5H-环戊并吡嗪的合成
Synthesis of 5-methyl-6,7-dihydro-5H-cyclopentapyrazine
杨翠平 1杨福斌 1康静静 1刘崇波 2温辉梁1
作者信息
- 1. 南昌大学食品科学与技术国家重点实验室,南昌市南京东路235号 330047
- 2. 南昌航空大学环境与化学工程学院,南昌市丰和南大道696号 330063
- 折叠
摘要
Abstract
Cyclopenapyrazine compounds have important sensory properties in food and tobacco smoke. With anhydrous ethanol as solvent, manganese dioxide as oxidant, 5-methyl-6,7-dihydro-5H-cyclopentapyrazine (Compound 2) was synthesized by methyl cyclopentenolone and ethylenediamine via condensation cyclization and oxidation. Moreover, the synthesis conditions were optimized, and the structures of the products were characterized by 1H NMR and IR. The results showed that the yield of 5-methyl-3,4,6, 7-tetrahydro-2H-cyclopentapyrazine (Compound 1) was 95.7% under the optimized conditions of anhydrous ethanol 20 mL, n(methyl cyclopentenolone):n(ethylenediamine)=1:1.5, reacting for 2 hours at a constant temperature of 60 ℃. When n(potassium hydroxide):n(manganese dioxide):n(Compound 1) =1:2.4:0.6 and the amount of anhydrous ethanol was 10 mL, the yield of Compound 2 reached 64.3% after reacting for 15 hours at 80 ℃.关键词
5-甲基-6,7-二氢-5H-环戊并吡嗪/甲基环戊烯醇酮/缩合环化/氧化Key words
5-Methyl-6/7-dihydro-5H-cyclopentapyrazine/Methyl cyclopentenolone/Condensation and cycli-zation/Oxidation分类
化学化工引用本文复制引用
杨翠平,杨福斌,康静静,刘崇波,温辉梁..5-甲基-6,7-二氢-5H-环戊并吡嗪的合成[J].烟草科技,2016,49(2):42-46,5.