3-(5-chloro-2,3-dihydro-benzo[b]oxepin-4-yl)-acrylic acid ethyl ester | 1131454-76-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 3-(5-chloro-2,3-dihydro-benzo[b]oxepin-4-yl)-acrylic acid ethyl ester
• 英文别名: ethyl (E)-3-(5-chloro-2,3-dihydro-1-benzoxepin-4-yl)prop-2-enoate
• CAS: 1131454-76-6
• 化学式: C₁₅H₁₅ClO₃
• 分子量: 278.735
• InChiKey: BFHZHUYHXBSTDO-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  磷酰基乙酸三乙酯 、 5-chloro-2,3-dihydro-1-benzoxepin-4-carboxaldehyde 在 sodium ethanolate 作用下， 以 甲苯 为溶剂， 反应 8.25h， 以75%的产率得到3-(5-chloro-2,3-dihydro-benzo[b]oxepin-4-yl)-acrylic acid ethyl ester
  参考文献：
  名称：

  Microwave-accelerated Wittig olefination of β-chloroacroleins

  摘要：

  The first microwave assisted Wittig reactions of beta-chloroacroleins with a stabilized ylide are described here. A combination of sodium ethoxide and toluene was found to be optimum and using this reaction condition a number of alkenyl-substituted benzopyran/benzo[b]oxepine/2-chromenone derivatives were prepared within few minutes. The microwave mediated process was found to be comparable with the conventional Wittig reaction in terms of product yields. All the products isolated were found to have E-geometry around the C=C bond. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.12.036

文献信息

• Microwave-accelerated Wittig olefination of β-chloroacroleins
  作者：Rabin Bera、G. Dhananjaya、Shambu Nath Singh、Rajender Kumar、K. Mukkanti、Manojit Pal

  DOI：10.1016/j.tet.2008.12.036

  日期：2009.2

  The first microwave assisted Wittig reactions of beta-chloroacroleins with a stabilized ylide are described here. A combination of sodium ethoxide and toluene was found to be optimum and using this reaction condition a number of alkenyl-substituted benzopyran/benzo[b]oxepine/2-chromenone derivatives were prepared within few minutes. The microwave mediated process was found to be comparable with the conventional Wittig reaction in terms of product yields. All the products isolated were found to have E-geometry around the C=C bond. (C) 2008 Elsevier Ltd. All rights reserved.