(E)-3-benzylidene-2-(2-hydroxyethyl)isoindolin-1-one | 178969-15-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (E)-3-benzylidene-2-(2-hydroxyethyl)isoindolin-1-one
• CAS: 178969-15-8
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: WWQLXRPNUNOAPA-FOWTUZBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.54
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-3-benzylidene-2-(2-hydroxyethyl)isoindolin-1-one 、 甲基丙烯酰氯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以66%的产率得到2-[(1E)-1-benzylidene-3-oxoisoindol-2-yl]ethyl 2-methylprop-2-enoate
  参考文献：
  名称：

  Photosensitive Characteristics of Poly(Methacrylates) Containing Benzylidenephthalimidine Moieties on the Side Chain

  摘要：

  Photosensitive polymethacrylates having benzylidenephthalimidine(BPI) moiety on the side chains were synthesized. Upon photoirradiation of the polymer film, there occurred two kinds of photoreactions; the E/Z photoisomerization and [2+2] cycloaddition. The cycloaddition of BPI units of polymers resulted in the crosslinking of the polymer chains. The quantum yield for the photocrosslinking reaction was estimated from gelation experiment. Irradiation of the film with linearly polarized UV light induced a dichroism of BPI. Linearly polarized UV light irradiation of a nematic liquid crystals (LCs) cell assembled with a glass plate surface-modified with a Poly[N-(2-methacryloyloxy)ethyl-p-methoxy benzylidenephthalimidine] film brought about the homogeneous alignment.

  DOI：

  10.1080/10587259608040316
• 作为产物：
  描述：

  在 氢气 作用下， 生成 (E)-3-benzylidene-2-(2-hydroxyethyl)isoindolin-1-one
  参考文献：
  名称：

  Photosensitive Characteristics of Poly(Methacrylates) Containing Benzylidenephthalimidine Moieties on the Side Chain

  摘要：

  Photosensitive polymethacrylates having benzylidenephthalimidine(BPI) moiety on the side chains were synthesized. Upon photoirradiation of the polymer film, there occurred two kinds of photoreactions; the E/Z photoisomerization and [2+2] cycloaddition. The cycloaddition of BPI units of polymers resulted in the crosslinking of the polymer chains. The quantum yield for the photocrosslinking reaction was estimated from gelation experiment. Irradiation of the film with linearly polarized UV light induced a dichroism of BPI. Linearly polarized UV light irradiation of a nematic liquid crystals (LCs) cell assembled with a glass plate surface-modified with a Poly[N-(2-methacryloyloxy)ethyl-p-methoxy benzylidenephthalimidine] film brought about the homogeneous alignment.

  DOI：

  10.1080/10587259608040316

文献信息

• Synthesis of 3-alkylideneisoindolinones and isoindolones by a Horner–Wadsworth–Emmons reaction
  作者：Miguel Ángel Reyes-González、Ángel Zamudio-Medina、Oscar Abelardo Ramírez-Marroquín、Mario Ordóñez

  DOI：10.1007/s00706-013-1146-9

  日期：2014.6

  reaction of aromatic aldehydes with N-(ω-hydroxyalkyl)-substituted 3-phosphoisoindolin-1-ones, obtained in one-pot synthesis from 2-formylbenzoic acid. Additionally, the intramolecular HWE reaction of the N-(ω-formylalkyl)-substituted phosphoisoindolin-1-ones afforded the corresponding isoindolone derivatives. Graphical Abstract

  摘要通过芳醛与N-（ω-羟烷基）-取代的3-磷酸异吲哚啉-1-酮的Horner-Wadsworth-Emmons（HWE）反应制备了一系列3-亚烷基异吲哚啉酮，该反应可通过2-甲氧基苯甲酸一锅法合成酸。另外，N-（ω-甲酰基烷基）-取代的磷酸异吲哚啉-1-酮的分子内HWE反应提供了相应的异吲哚酮衍生物。 图形概要