2-环己-2-烯-1-基-6-甲氧基苯酚 | 69914-70-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-环己-2-烯-1-基-6-甲氧基苯酚
• 英文名称: 6-Methoxy-2-cycyclohexenyl-2-phenol
• 英文别名: Phenol, 2-(2-cyclohexen-1-yl)-6-methoxy-；2-cyclohex-2-en-1-yl-6-methoxyphenol
• CAS: 69914-70-1
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: GBRCQZNUOQIPLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-(cyclohex-2-en-1-yl)-1,2-dimethoxybenzene 在 碘代三甲硅烷 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以65%的产率得到2-环己-2-烯-1-基-6-甲氧基苯酚
  参考文献：
  名称：

  A New Approach to 2-(1-Alkylcyclohex-2-En-1-Yl) Phenols

  摘要：

  The synthesis of 2-(1-alkylcyclohex-2-en-1-yl) phenols has been accomplished in three steps : o-iodination of veratrole, palladium cross-coupling with cyclohexene and angular alkylation.

  DOI：

  10.1080/00397919208021674

文献信息

• Microwave-assisted combined Mitsunobu reaction–Claisen rearrangement and microwave-assisted phenol oxidation: rapid synthesis of 2,6-disubstituted-1,4-benzoquinone natural products
  作者：Aouregan M. Jacob、Christopher J. Moody

  DOI：10.1016/j.tetlet.2005.10.096

  日期：2005.12

  Microwave irradiation of a phenol, an allylic alcohol, di-isopropyl azodicarboxylate and triphenylphosphine at 220-240 degrees C for 30 min results in a combined Mitsunobu reaction and Claisen rearrangement to give the rearranged 2-allylphenol. Following the first detailed study of microwave-assisted phenol oxidation, rapid syntheses of the natural products primin and 2-methoxy-6-pentadecyl-1,4-benzoquinone (four reaction steps, total reaction time I h) were achieved using this combined Mitsunobu-Claisen strategy in combination with two further microwave-assisted steps (alkene hydrogenation and phenol oxidation). (c) 2005 Elsevier Ltd. All rights reserved.
• A New Approach to 2-(1-Alkylcyclohex-2-En-1-Yl) Phenols
  作者：M. Essamkaoui、J. Mayrargue、J. M. Vierfond、A. Reynet、H. Moskowitz、C. Thal

  DOI：10.1080/00397919208021674

  日期：1992.9

  The synthesis of 2-(1-alkylcyclohex-2-en-1-yl) phenols has been accomplished in three steps : o-iodination of veratrole, palladium cross-coupling with cyclohexene and angular alkylation.