3-ethyl-3-(4-methoxyphenyl)isobenzofuran-1(3H)-one | 1214272-66-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3-ethyl-3-(4-methoxyphenyl)isobenzofuran-1(3H)-one
• 英文别名: 3-Ethyl-3-(4-methoxyphenyl)-2-benzofuran-1-one；3-ethyl-3-(4-methoxyphenyl)-2-benzofuran-1-one
• CAS: 1214272-66-8
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: FYPBCSKYIWLINJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二氧化碳 、 1-bromo-2-(1-(4-methoxyphenyl)prop-1-en-1-yl)benzene 在 正丁基锂 、 盐酸 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 以75%的产率得到3-ethyl-3-(4-methoxyphenyl)isobenzofuran-1(3H)-one
  参考文献：
  名称：

  New, Facile Synthesis of 3,3-Disubstituted Phthalides Based on the Reaction of α-Substituted 2-Lithiostyrenes with Carbon Dioxide

  摘要：

  A new method to prepare 3,3-disubstituted phthalides [isobenzofuran-1(3H)-ones] from alpha-substituted 2-bromostyrenes has been developed. The reaction of alpha-substituted 2-lithiostyrenes, generated in situ by bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, with carbon dioxide gave the corresponding lithium 2-vinylbenzoates, which upon treatment with concentrated hydrochloric acid afforded the desired products in one pot.

  DOI：

  10.3987/com-09-11837

文献信息

• New, Facile Synthesis of 3,3-Disubstituted Phthalides Based on the Reaction of α-Substituted 2-Lithiostyrenes with Carbon Dioxide
  作者：Kazuhiro Kobayashi、Taketoshi Kozuki、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-09-11837

  日期：——

  A new method to prepare 3,3-disubstituted phthalides [isobenzofuran-1(3H)-ones] from alpha-substituted 2-bromostyrenes has been developed. The reaction of alpha-substituted 2-lithiostyrenes, generated in situ by bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, with carbon dioxide gave the corresponding lithium 2-vinylbenzoates, which upon treatment with concentrated hydrochloric acid afforded the desired products in one pot.