3-methoxy-stilben-4-ol | 3391-75-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3-methoxy-stilben-4-ol
• 英文别名: Methyl-(4-hydroxy-stilbenyl-(3))-aether；4-Hydroxy-3-methoxy-stilben；2-Methoxy-4-styryl-phenol；4-Oxy-3-methoxy-stilben；4-hydroxy-3-methoxystilbene；3-Methoxy-4-hydroxy-stilben；4-Hydroxy-3-methoxy stilbene；2-methoxy-4-(2-phenylethenyl)phenol
• CAS: 3391-75-1
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: NGWKZKAEKABLFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2909500000

反应信息

• 作为反应物：
  描述：

  3-methoxy-stilben-4-ol 生成 3,4-dimethoxystilbene
  参考文献：
  名称：

  Dey; Row, Journal of the Indian Chemical Society, 1923, vol. 1, p. 287

  摘要：

  DOI：
• 作为产物：
  描述：

  [2-Methoxy-4-(2-phenylethenyl)phenyl] acetate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-methoxy-stilben-4-ol
  参考文献：
  名称：

  Gierer,J. et al., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1974, vol. 28, p. 717 - 729

  摘要：

  DOI：

文献信息

• Correlation analysis of31P NMR chemical shifts with substituent effects of phenols
  作者：Zhi-Hua Jiang、Dimitris S. Argyropoulos、Alessandro Granata

  DOI：10.1002/mrc.1260330509

  日期：1995.5

  and their 31P chemical shifts were recorded. Excellent resolution between the chemical shifts of phosphitylated carboxylic acids, phenols and aliphatic alcohols was obtained. The correlations of the phosphorus chemical shifts with the chemical environments of lignin‐related phenols using the Hammett principles provided an excellent linear relationship between the resonance substituent constant, σ RO

  超过 60 种木质素相关模型化合物用 2-氯-4,4,5,5-四甲基二氧杂磷杂环戊烷（早期工作中使用的 2-氯-1,3,2-二氧杂环磷烷的空间位阻类似物）及其 31P 化学位移进行亚磷酸化被记录下来。获得了亚磷酸化羧酸、酚类和脂肪醇的化学位移之间的出色分辨率。使用哈米特原理，磷化学位移与木质素相关酚类化学环境的相关性提供了共振取代基常数σ RO 与对位取代木质素相关酚类的相应 31 P NMR 化学位移值之间的极好的线性关系. 此外，获得了邻位和对位取代的亚磷酸化酚的 31P NMR 化学位移之间的相关性。
• Synthesis of Substituted Stilbenes via Direct Decarboxylative Coupling of Cinnamic Acids with Arylboronic Acids under Palladium Catalysis
  作者：Mana Yamashita、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1246/cl.2010.68

  日期：2010.1.5

  Readily available cinnamic acids possessing a hydroxy group including ferulic acid efficiently undergo direct decarboxylative arylation under palladium catalysis to form hydroxylated stilbenes. The...

  容易获得的具有羟基的肉桂酸，包括阿魏酸，在钯催化下有效地进行直接脱羧芳基化，形成羟基化二苯乙烯。这...
• Microwave Induced One Pot Process For The Preparation Of Arylethenes
  申请人：Sinha Kumar Arun

  公开号：US20080045752A1

  公开（公告）日：2008-02-21

  The invention entitled “A Microwave Induced One Pot Process for The Preparation of Arylethenes” provides a method for the preparation of commercially important 2- or 4-hydroxy substituted arylethenes like styrenes or stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted cinnamic acids and their derivatives as well as reagents in the form of base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, ammonium acetate, imidazole, methylimidazole and the combination thereof, with or without solvent such as dimethylformamide, dimethylsulfoxide, ethylene glycol, diethylene glycol, acetonitrile, acetone, methyl imidazoles, ionic liquid, water and the like. The reaction time vary from 1 min-12 hrs and yield of the products from 49-76% depending upon the base, acid, substrate source of heating monomode or multimode microwave or conventional. It is important to mention that the presence of 2- or 4-hydroxy substitution at phenyl ring of cinnamic acids and their derivatives is essential requirements towards formation of corresponding arylethenes in one step.

  这项名为“一锅法微波诱导制备芳基乙烯”的发明提供了一种在一个反应器中利用更便宜的底物（2-或4-羟基取代肉桂酸及其衍生物）和碱性试剂（如氢氧化钠，氢氧化钾，氢氧化锂，碳酸氢钠，碳酸钠，碳酸氢钾，碳酸钾，乙酸铵，咪唑，甲基咪唑和它们的组合物）制备商业上重要的2-或4-羟基取代的芳基乙烯（如苯乙烯或苯并乙烯）的方法。反应时间为1分钟至12小时，产率为49-76％，取决于碱性试剂、酸性试剂、底物、加热方式（单模或多模微波或传统方式）等因素。值得一提的是，肉桂酸及其衍生物苯环上的2-或4-羟基取代是制备相应芳基乙烯的必要条件，可以在一个步骤中完成。反应可以在溶剂（如二甲基甲酰胺、二甲基亚砜、乙二醇、二乙二醇、乙腈、丙酮、甲基咪唑、离子液体、水等）存在或不存在的情况下进行。
• Microwave induced one pot process for the preparation of arylethenes
  申请人：Council of Scientific & Industrial Research

  公开号：US07759527B2

  公开（公告）日：2010-07-20

  The invention entitled “A Microwave Induced One Pot Process for The Preparation of Arylethenes” provides a method for the preparation of commercially important 2- or 4-hydroxy substituted arylethenes like styrenes or stilbenes in one pot utilizing cheaper substrates in the form of 2- or 4-hydroxy substituted cinnamic acids and their derivatives as well as reagents in the form of base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium bicarbonate, sodium carbonate, potassium bicarbonate, potassium carbonate, ammonium acetate, imidazole, methylimidazole and the combination thereof, with or without solvent such as dimethylformamide, dimethylsulfoxide, ethylene glycol, diethylene glycol, acetonitrile, acetone, methyl imidazoles, ionic liquid, water and the like. The reaction time vary from 1 min-12 hrs and yield of the products from 49-76% depending upon the base, acid, substrate source of heating monomode or multimode microwave or conventional. It is important to mention that the presence of 2- or 4-hydroxy substitution at phenyl ring of cinnamic acids and their derivatives is essential requirements towards formation of corresponding arylethenes in one step.

  这项名为“微波诱导的一锅法制备芳基乙烯”的发明提供了一种制备商业上重要的2-或4-羟基取代芳基乙烯（如苯乙烯或苯乙烯）的方法，利用更便宜的底物（2-或4-羟基取代肉桂酸及其衍生物）和碱性试剂（如氢氧化钠、氢氧化钾、氢氧化锂、碳酸氢钠、碳酸钠、碳酸氢钾、碳酸钾、乙酸铵、咪唑、甲基咪唑及其组合物）在一锅中制备。可以使用溶剂（如二甲基甲酰胺、二甲基亚砜、乙二醇、二乙二醇、乙腈、丙酮、甲基咪唑、离子液体、水等），反应时间从1分钟到12小时不等，产物收率为49-76％，具体取决于碱性试剂、酸性试剂、底物、加热方式（单模或多模微波或传统方式）。值得一提的是，肉桂酸及其衍生物苯环上的2-或4-羟基取代是形成相应芳基乙烯的必要条件。
• WO2007/110881
  申请人：——

  公开号：——

  公开（公告）日：——