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6-(4-甲基-3-戊烯基)-5,8-二氢-1,4-萘二酚的合成研究
引用本文:高飞飞,罗金岳,阚晨曦.6-(4-甲基-3-戊烯基)-5,8-二氢-1,4-萘二酚的合成研究[J].林产化学与工业,2012,32(4):102-106.
作者姓名:高飞飞  罗金岳  阚晨曦
作者单位:1. 南京林业大学化学工程学院,江苏南京,210037
2. 南京林业大学化学工程学院,江苏南京210037;江苏省生物质绿色燃料与化学品重点实验室,江苏南京210037
3. 江苏省生物质绿色燃料与化学品重点实验室,江苏南京,210037
基金项目:江苏高校优势学科建设工程资助项目,广西林产化学品开发与应用重点实验室开放基金课题
摘    要:以月桂烯与对苯醌为原料,合成了萘二酚衍生物,采用GC-MS、熔点测定、红外光谱和1H NMR等手段对实验产物进行了鉴定,确证产物为6-(4-甲基-3-戊烯基)-5,8-二氢-1,4-萘二酚。利用单因素试验研究了催化剂种类、催化剂用量、溶剂种类、反应温度、反应物物质的量之比和反应时间对产物得率的影响,得到适宜的工艺条件为:n(月桂烯)∶n(对苯醌)1∶1,催化剂为氯化锌,其用量为对苯醌质量的15%,溶剂为乙酸乙酯,反应温度80℃,反应时间10 h。在上述条件下,反应选择性较高,产物得率为81.0%。

关 键 词:月桂烯  对苯醌  萘二酚  合成

Synthesis of 6- (4-Methyl-pent-3-enyl) -5,8-dihydro-naphth-alene-1,4-diol
GAO Fei-fei , LUO Jin-yue , KAN Chen-xi.Synthesis of 6- (4-Methyl-pent-3-enyl) -5,8-dihydro-naphth-alene-1,4-diol[J].Chemistry & Industry of Forest Products,2012,32(4):102-106.
Authors:GAO Fei-fei  LUO Jin-yue  KAN Chen-xi
Institution:1.College of Chemical Engineering,Nanjing Forestry University,Nanjing 210037,China;2.Jiangsu Key Lab of Biomass-based Green Fuels and Chemicals,Nanjing 210037,China)
Abstract:The myrcene and 1,4-benzoquinone are used as raw materials to synthesize naphthalene catechol derivatives naphthalene-1,4-diol.Using GC-MS,melting point determination,FT-IR,1 H NMR as detection means,the structure of the product is identified as 6-(4-methyl-pent-3-enyl)-5,8-dihydronaphthalene-1,4-diol.Diels-Alder reaction is affected by different type of catalysts,catalyst amount,reaction solvent,reaction temperature,the ratio of raw materials and reaction time.It is concluded that the suitable molar ratio of myrcene to 1,4-benzoquinone is 1 ∶ 1,while the fittest catalyst is ZnCl2,the dosage is 15% of 1,4-benzoquinone.Ethyl acetate is chosen as solvent and the reaction temperature is 80 ℃,reaction time is 10 h.Under this condition,the selectivity and yield of product reached 81.0 % separately.
Keywords:myrcene  1  4-benzoquinone  naphthalene-1  4-diol  synthetic process
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