1-[2-(1-甲基乙烯基)苯基]环己醇 | 1020726-52-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-[2-(1-甲基乙烯基)苯基]环己醇
• 英文名称: 1-[2-(1-methylethenyl)phenyl]cyclohexanol
• 英文别名: 1-(2-Prop-1-en-2-ylphenyl)cyclohexan-1-ol；1-(2-prop-1-en-2-ylphenyl)cyclohexan-1-ol
• CAS: 1020726-52-6
• 化学式: C₁₅H₂₀O
• 分子量: 216.323
• InChiKey: AJEIPRHAPWIAJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  1-[2-(1-甲基乙烯基)苯基]环己醇 在 氢碘酸 作用下， 以 乙腈 为溶剂， 反应 0.08h， 以62%的产率得到3',3'-dimethyl-3'H-spiro[cyclohexane-1,1'-(1',3'-dihydroisobenzofuran)]
  参考文献：
  名称：

  Convenient Synthesis of 1,3-Dihydroisobenzofurans by Hydriodic Acid-Catalyzed Cyclization of 2-Vinylbenzyl Alcohols

  摘要：

  A new and short process has been developed for the preparation of 1,1,3-tri- and 1,1,3,3-tetra-substituted 1,3-dihydroisobenzofurans (phthalanes) from alpha-substituted 2-bromostyrenes. The method involves addition of a-substituted 2-lithiostyrenes, generated by the bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, to aliphatic aldehydes or ketones, followed by hydriodic acid catalyzed cyclization of the resulting 2-vinylbenzyl alcohols.

  DOI：

  10.3987/com-10-11947
• 作为产物：
  描述：

  1-溴-2-丙-1-烯-2-基苯 、 环己酮 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.5h， 以64%的产率得到1-[2-(1-甲基乙烯基)苯基]环己醇
  参考文献：
  名称：

  A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols

  摘要：

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.

  DOI：

  10.3987/com-07-11244

文献信息

• A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols
  作者：Kazuhiro Kobayashi、Kazuaki Shikata、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-07-11244

  日期：——

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.
• Convenient Synthesis of 1,3-Dihydroisobenzofurans by Hydriodic Acid-Catalyzed Cyclization of 2-Vinylbenzyl Alcohols
  作者：Kazuhiro Kobayashi、Kazuaki Shikata、Yuri Fujii、Shuhei Fukamachi、Miyuki Tanmatsu、Hisatoshi Konishi

  DOI：10.3987/com-10-11947

  日期：——

  A new and short process has been developed for the preparation of 1,1,3-tri- and 1,1,3,3-tetra-substituted 1,3-dihydroisobenzofurans (phthalanes) from alpha-substituted 2-bromostyrenes. The method involves addition of a-substituted 2-lithiostyrenes, generated by the bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, to aliphatic aldehydes or ketones, followed by hydriodic acid catalyzed cyclization of the resulting 2-vinylbenzyl alcohols.