6-(2-(3,3-二甲基噁丙环-2-基)乙基)萘-1,4-二酮的合成

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%。

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

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.