cyclohexyl(3-methoxyphenyl)methanol | 1036645-45-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: cyclohexyl(3-methoxyphenyl)methanol
• 英文别名: Cyclohexyl-(3-methoxyphenyl)methanol
• CAS: 1036645-45-0
• 化学式: C₁₄H₂₀O₂
• mdl: MFCD12153458
• 分子量: 220.312
• InChiKey: XGYYVZNWNVDZPC-UHFFFAOYSA-N

物化性质

• 沸点：
  346.6±25.0 °C(Predicted)
• 密度：
  1.064±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cyclohexyl(3-methoxyphenyl)methanol 在 sodium 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以46%的产率得到环己基(3-甲氧基苯基)甲酮
  参考文献：
  名称：

  Na-promoted aerobic oxidation of alcohols to ketones

  摘要：

  Aerobic oxidation of a number of diaryl and arylalkyl carbinols to ketones was promoted by Na in THF at room temperature with up to 99% yield. This new oxidation method is also selective with good efficiency for the oxidation of benzylic secondary alcohols but not for a primary alcohol or nonbenzylic secondary alcohols. Under nitrogen, a catalytic amount of Ni or transition metal halides such as COCl3, FeCl3, and NiCl3 in combination with Na was also found to conduct a dehydrogenation of a secondary alcohol to the corresponding ketone in high yield at room temperature. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.079
• 作为产物：
  描述：

  溴代环己烷 、 3-甲氧基苯甲醛 在 四丁基硫酸氢铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以66 %的产率得到cyclohexyl(3-methoxyphenyl)methanol
  参考文献：
  名称：

  芳基酮或醛与未活化的烷基卤化物的阴极羰基烷基化

  摘要：

  通过铁的电化学活化，实现了芳基酮或醛与未活化烷基卤化物的有效阴极羰基烷基化。该方案被认为包括自由基-自由基偶联或亲核加成过程，并且已经证明了羰基自由基和烷基自由基的形成。该协议通过在安全和温和的条件下形成分子间 C-C 键来提供各种叔醇或仲醇，具有可扩展性，消耗很少的能量，并且具有广泛的底物范围。

  DOI：

  10.1021/acs.orglett.2c04019

文献信息

• Activation of Functional Arylzincs Prepared from Aryl Iodides and Highly Enantioselective Addition to Aldehydes
  作者：Albert M. DeBerardinis、Mark Turlington、Lin Pu

  DOI：10.1021/ol8008478

  日期：2008.7.3

  An easily available chiral ligand ( S)- 1 is found to activate the nucleophilic reaction of the arylzincs prepared in situ from the reaction of aryl iodides with Et(2)Zn. Both high yields and high enantioselectivity (up to >99% ee) for the reaction of these arylzincs with a variety of aldehydes are obtained. The mild reaction conditions and the good functional group tolerance make this catalytic asymmetric

  发现容易获得的手性配体（S）-1可以激活由芳基碘化物与Et（2）Zn的反应原位制备的芳基锌的亲核反应。这些芳基锌与各种醛的反应均获得了高收率和高对映选择性（高达> 99％ee）。温和的反应条件和良好的官能团耐受性使该催化不对称过程在合成上有用。
• Na-promoted aerobic oxidation of alcohols to ketones
  作者：Li-Hong Zhou、Xiao-Qi Yu、Lin Pu

  DOI：10.1016/j.tetlet.2009.11.079

  日期：2010.1

  Aerobic oxidation of a number of diaryl and arylalkyl carbinols to ketones was promoted by Na in THF at room temperature with up to 99% yield. This new oxidation method is also selective with good efficiency for the oxidation of benzylic secondary alcohols but not for a primary alcohol or nonbenzylic secondary alcohols. Under nitrogen, a catalytic amount of Ni or transition metal halides such as COCl3, FeCl3, and NiCl3 in combination with Na was also found to conduct a dehydrogenation of a secondary alcohol to the corresponding ketone in high yield at room temperature. (C) 2009 Elsevier Ltd. All rights reserved.
• Cathodic Carbonyl Alkylation of Aryl Ketones or Aldehydes with Unactivated Alkyl Halides
  作者：Hongting Wu、Xinling Li、Ling Yang、Weihao Chen、Canlin Zou、Weijie Deng、Ziliang Wang、Jinhui Hu、Yibiao Li、Yubing Huang

  DOI：10.1021/acs.orglett.2c04019

  日期：2022.12.23

  An efficient cathodic carbonyl alkylation of aryl ketones or aldehydes with unactivated alkyl halides has been realized through the electrochemical activation of iron. The protocol is believed to include a radical–radical coupling or nucleophilic addition process, and the formation of ketyl radicals and alkyl radicals has been demonstrated. The protocol provides various tertiary or secondary alcohols

  通过铁的电化学活化，实现了芳基酮或醛与未活化烷基卤化物的有效阴极羰基烷基化。该方案被认为包括自由基-自由基偶联或亲核加成过程，并且已经证明了羰基自由基和烷基自由基的形成。该协议通过在安全和温和的条件下形成分子间 C-C 键来提供各种叔醇或仲醇，具有可扩展性，消耗很少的能量，并且具有广泛的底物范围。