1-(3,5-Dimethyl-4-hydroxyphenyl)-4-phenyl-1-butanol | 127461-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-(3,5-Dimethyl-4-hydroxyphenyl)-4-phenyl-1-butanol
• 英文别名: 4-(1-Hydroxy-4-phenylbutyl)-2,6-dimethylphenol
• CAS: 127461-78-3
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: UYEGHEVKFCTVSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3,5-Dimethyl-4-hydroxyphenyl)-4-phenyl-1-butanol 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 0.03h， 以96%的产率得到(+/-)-2,6-Dimethyl-4-(1,2,3,4-tetrahydronaphthalen-1-yl)phenol
  参考文献：
  名称：

  由稳定的苄基阳离子引发的阳离子环化反应

  摘要：

  描述了稳定的苄基阳离子的原位产生及其在与单取代的苯，呋喃和β-酮酸酯终止剂的环化反应中的后续应用。

  DOI：

  10.1016/s0040-4039(00)76185-5
• 作为产物：
  描述：

  4-苯基丁酸 在 lithium aluminium tetrahydride 、 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 2.5h， 生成 1-(3,5-Dimethyl-4-hydroxyphenyl)-4-phenyl-1-butanol
  参考文献：
  名称：

  Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions

  摘要：

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.

  DOI：

  10.1021/jo00100a039

文献信息

• Cationic cyclization reactions initiated by stabilized benzyl cations
  作者：Steven R. Angle、Michael S. Louie

  DOI：10.1016/s0040-4039(00)76185-5

  日期：1989.1

  The in situ generation of stabilized benzyl cations and their subsequent use in cyclization reactions with a monosubstituted benzene, a furan and a β-keto ester terminators is described.

  描述了稳定的苄基阳离子的原位产生及其在与单取代的苯，呋喃和β-酮酸酯终止剂的环化反应中的后续应用。
• Angle Steven R., Arnaiz Damian O., Boyce James P., Frutos Rogelio P., Lou+, J. Org. Chem, 59 (1994) N 21, S 6322-6337
  作者：Angle Steven R., Arnaiz Damian O., Boyce James P., Frutos Rogelio P., Lou+

  DOI：——

  日期：——
• Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions
  作者：Steven R. Angle、Damian O. Arnaiz、James P. Boyce、Rogelio P. Frutos、Michael S. Louie、Heather L. Mattson-Arnaiz、Jon D. Rainier、Kenneth D. Turnbull、Wenjin Yang

  DOI：10.1021/jo00100a039

  日期：1994.10

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.