| 6-(2-(3,3-二甲基噁丙环-2-基)乙基)萘-1,4-二酮的合成 |
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| 引用本文： | 罗金岳,韩莉,陆强,柳华锋,刘祖广. 6-(2-(3,3-二甲基噁丙环-2-基)乙基)萘-1,4-二酮的合成[J]. 南京林业大学学报(自然科学版), 2016, 59(1): 111-116. DOI: 10.3969/j.issn.1000-2006.2016.01.018 |
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| 作者姓名： | 罗金岳 韩莉 陆强 柳华锋 刘祖广 |
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| 作者单位： | 1.南京林业大学化学工程学院,江苏省生物质绿色燃料与化学品重点实验室,江苏 南京 210037; 2.广西林产化学与工程重点实验室,广西 南宁 530006 |
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| 基金项目： | 国家自然科学基金，广西林产化学与工程重点实验室重点项目 |
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| 摘 要： | 以6-(4-甲基-3-戊烯基)萘-1,4-二醌为原料,过氧乙酸为氧化剂,通过环氧化反应制备了目标产物6-(2-(3,3-二甲基噁丙环-2-基)乙基)萘-1,4-二酮。产物结构通过1H-NMR、FT-IR和GC-MS分析得到表征和确定。探讨了反应底物、氧化剂以及碳酸氢钠的比例、溶剂、温度、时间等对反应转化率和得率的影响,得到优化工艺条件为:萘二醌、过氧乙酸和碳酸氢钠摩尔质量比为1:3:1.2,以氯仿为反应溶剂,反应温度30 ℃,反应时间5 h。在此优化条件下,可得到目标产物6-(2-(3,3-二甲基噁丙环-2-基)乙基)萘-1,4-二酮的得率为90.7%。
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| 关 键 词： | 萘二醌 萘二酮 环氧化反应 |
Synthesis of 6-(2-(3,3-dimethyloxiran-2-yl) ethyl) naphthalene-1,4-dione |
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| Abstract: | An efficient and practical method for the synthesis of 6-(2-(3,3-dimethyloxiran-2-yl)ethyl)naphthalene-1,4-dione by utilizing epoxidation of 6-(4-methylpent-3-en-1-yl)naphthalene-1,4-dione withperacetic acid as an oxidant was described. The structure of the product was determined by 1H-NMR, FT-IR and GC-MS analyses. Effects of solvent, reaction time, temperature and the ratio of the starting material, oxidant and sodium bicarbonate on conversion rate of the starting material and yield of the product were examined, and the optimal conditions were determined as follows: the molar ratio of 6-(4-methylpent-3-en-1-yl)naphthalene-1,4-dione/peracetic acid/sodium bicarbonate was 1:3:1.2,chloroform was used as the solvent, reaction temperature was 30 ℃, and reaction time was 5 h. The yield of 6-(2-(3,3-dimethyloxiran-2-yl)ethyl)naphthalene-1,4-dione reached 90.7% at aforesaid conditions. |
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| Keywords: | naphthalenediquinone naphthalenedione epoxidation |
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