2-allyl-4-ethylphenol | 58621-34-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-allyl-4-ethylphenol
• 英文别名: 4-Ethyl-2-(prop-2-en-1-yl)phenol；4-ethyl-2-prop-2-enylphenol
• CAS: 58621-34-4
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: UUZKCICQRDGSJI-UHFFFAOYSA-N

物化性质

• 沸点：
  63.0-63.5 °C(Press: 0.2 Torr)
• 密度：
  0.982±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二氟碘乙酸乙酯 、 2-allyl-4-ethylphenol 在 1,4-二甲基哌嗪 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以72%的产率得到ethyl 3-(5-ethyl-2,3-dihydrobenzofuran-2-yl)-2,2-difluoropropanoate
  参考文献：
  名称：

  Difluoroalkylation of alkenes promoted by noncovalent interaction: A general method for the synthesis of difluoro-contained dihydrobenzofurans and indolins

  摘要：

  We describe a mild and simple operation strategy for the direct difluoroalkylative cyclization of 2-allylphenols and 2-allylanilines promoted by non-covalent interaction between 1,4-dimethylpiperazine and difluoroalkyl iodide. This method provides a facile and useful access to a series of difluoroalkylated 2,3-dihydrobenzofurans and indolin derivatives have important applications in drug discovery and development. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.152558
• 作为产物：
  描述：

  4-乙基苯酚 在 二苯醚 、 potassium carbonate 、 丙酮 作用下， 生成 2-allyl-4-ethylphenol
  参考文献：
  名称：

  A Kinetic Study of the ortho-Claisen Rearrangement¹

  摘要：

  DOI：

  10.1021/ja01546a024
• 作为试剂：
  描述：

  2,2,6,6-四甲基哌啶氧化物 、 二氟碘乙酸乙酯 在 1,4-二甲基哌嗪 、 2-allyl-4-ethylphenol 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以7%的产率得到ethyl 2,2-difluoro-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)acetate
  参考文献：
  名称：

  Difluoroalkylation of alkenes promoted by noncovalent interaction: A general method for the synthesis of difluoro-contained dihydrobenzofurans and indolins

  摘要：

  We describe a mild and simple operation strategy for the direct difluoroalkylative cyclization of 2-allylphenols and 2-allylanilines promoted by non-covalent interaction between 1,4-dimethylpiperazine and difluoroalkyl iodide. This method provides a facile and useful access to a series of difluoroalkylated 2,3-dihydrobenzofurans and indolin derivatives have important applications in drug discovery and development. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.152558

文献信息

• N-(4- carbamimidoyl-phenyl) -glycine derivatives
  申请人：——

  公开号：US20010001799A1

  公开（公告）日：2001-05-24

  The invention is concerned with novel N-(4-carbamimidoyl-phenyl)-glycine derivatives of the formula: 1 wherein R 1 , E, X 1 to X 4 and G 1 and G 2 are as defined in the description and the claims, as well as hydrates or solvates and physiologically usable salts thereof.

  这项发明涉及一种新颖的公式为N-(4-羰基苄基)-甘氨酸衍生物，其中R1、E、X1至X4以及G1和G2如描述和权利要求中所定义，以及其水合物或溶剂合物和生理可用盐。
• Visible light promoted fluoroalkylation of alkenes and alkynes using 2-bromophenol as a catalyst
  作者：Erlin Zhu、Xiao-Xiao Liu、An-Jun Wang、Ting Mao、Liang Zhao、Xingang Zhang、Chun-Yang He

  DOI：10.1039/c9cc06587c

  日期：——

  A simple, mild and efficient approach for the fluoroalkylation of alkenes and alkynes using 2-bromophenol as a catalyst is presented.

  使用2-溴苯酚作为催化剂，提出了一种简单、温和和高效的方法，用于烯烃和炔烃的氟烷基化。
• N- (4-carbamimidoyl-phenyl) -glycine derivatives
  申请人：——

  公开号：US20030083504A1

  公开（公告）日：2003-05-01

  The invention is concerned with novel N-(4-carbamimidoyl-phenyl)-glycine derivatives of the formula: 1 wherein R 1 , E, X 1 to X 4 and G 1 and G 2 are as defined in the description and the claims, as well as hydrates or solvates and physiologically usable salts thereof.

  本发明涉及一种新的N-(4-氨基甲酰基苯基)-甘氨酸衍生物，其化学式为：1，其中R1、E、X1至X4和G1和G2如说明书和权利要求所定义，以及其水合物或溶剂化合物和生理上可用的盐。
• Polyphosphazene process
  申请人：ETHYL CORPORATION

  公开号：EP0159020A2

  公开（公告）日：1985-10-23

  A process for making an alkali metal alkoxide (e.g. sodium alkoxide) of a halogen-substituted alcohol (e.g. fluorine-substituted alcohols) by dispersing an alkali metal (e.g. sodium) in a cycloalkane (e.g. cyclohexane) or a cycloalkane containing a phenol (e.g., o-allylphenol) and adding the resultant dispersion to an ether (e.g. THF) solution of a halogen-substituted alcohol. The resultant alkali metal haloalkoxide solution, or alkali metal haloalkoxide solution containing phenoxides, can be reacted with a phosphotnitrilic chloride polymer to introduce haloalkoxide substituents or haloalkoxide and phenoxide substituents.

  将碱金属（如钠）分散于环烷烃（如环己烷）或含有苯酚（如邻烯丙基苯酚）的环烷烃中，然后将分散液加入卤代醇的乙醚（如四氢呋喃）溶液中，制成卤代醇（如氟代醇）的碱金属碱氧化物（如碱氧化钠）的工艺。 所得碱金属卤氧化物溶液或含有苯氧基的碱金属卤氧化物溶液可与磷硝酰氯聚合物反应，以引入卤代醇取代基或卤代醇和苯氧基取代基。
• 10.1021/acs.orglett.4c01626
  作者：Melder, Julian J.、Witzel, Sina、Terres, Sophia、de Bary, Philippe、Krohne, Lukas、Rudolph, Matthias、Hashmi, K.A. Stephen

  DOI：10.1021/acs.orglett.4c01626

  日期：——

  light-mediated cyclization reaction initiated by an atom transfer radical addition (ATRA) of haloalkanes onto alkenes was exploited for the synthesis of functionalized dihydrobenzofurans. Initial investigation indicated that the dimeric gold catalyst [Au2(μ-dppm)2Cl2] can effectively be used for intermolecular ATRA reactions. Further, the reactivity was applied in a cascade-like cyclization for the preparation

  利用卤代烷烃在烯烃上的原子转移自由基加成 (ATRA) 引发的光介导环化反应来合成官能化二氢苯并呋喃。初步研究表明二聚金催化剂[Au 2 (μ-dppm) 2 Cl 2 ]可以有效地用于分子间ATRA反应。此外，该反应性应用于级联环化反应以制备二氢苯并呋喃衍生物。通过所提出的光化学方法，可以在温和条件下直接从邻烯丙基酚实现官能化，产率高达 96%。