6-(2-(3,3-二甲基噁丙环-2-基)乙基)萘-1,4-二酮的合成  

Synthesis of 6-(2-(3,3-dimethyloxiran-2-yl)ethyl)naphthalene-1,4-dione

作　　者：罗金岳[1] 韩莉[1] 陆强[1] 柳华锋[1] 刘祖广 

机构地区：[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

出　　处：《南京林业大学学报（自然科学版）》2016年第1期111-116,共6页Journal of Nanjing Forestry University：Natural Sciences Edition

基　　金：国家自然科学基金项目(31470597);广西林产化学与工程重点实验室重点项目(GXFC13-01)

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∶12,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907%。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 anoxidant was described. The structure of the product was determined by1H-NMR, FT-IR and GC-MS analyses. Effectsof solvent, reaction time, temperature and the ratio of the starting material, oxidant and sodium bicarbonate on conver-sion rate of the starting material and yield of the product were examined, and the optimal conditions were determined asfollows： the molar ratio of 6-（4-methylpent-3-en-1-yl）naphthalene-1,4-dione/ peracetic acid/ sodium bicarbonatewas 1 ∶3 ∶1.2,chloroform was used as the solvent, reaction temperature was 30 ℃, and reaction time was 5 h. The yieldof 6-（2-（3,3-dimethyloxiran-2-yl）ethyl）naphthalene-1,4-dione reached 90.7% at aforesaid conditions.

关 键 词：萘二醌 萘二酮 环氧化反应 

分 类 号：TQ254[化学工程—有机化工]