1-(4-methoxyphenyl)-1,3,3-trimethyl-1,3-dihydroisobenzofuran | 1253697-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 1-(4-methoxyphenyl)-1,3,3-trimethyl-1,3-dihydroisobenzofuran
• 英文别名: 1-(4-Methoxyphenyl)-1,3,3-trimethyl-2-benzofuran；1-(4-methoxyphenyl)-1,3,3-trimethyl-2-benzofuran
• CAS: 1253697-06-1
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: GRIHGTVFPYIHCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-{2-[1-(4-methoxyphenyl)ethenyl]phenyl}propan-2-ol 在 氢碘酸 作用下， 以 乙腈 为溶剂， 反应 0.08h， 以52%的产率得到1-(4-methoxyphenyl)-1,3,3-trimethyl-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

文献信息

• 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.