(2Z)-2-(1,3-benzodioxol-5-ylmethylene)butanal | 913544-26-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: (2Z)-2-(1,3-benzodioxol-5-ylmethylene)butanal
• 英文别名: (2Z)-2-(1,3-benzodioxol-5-ylmethylidene)butanal
• CAS: 913544-26-0
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: MUAZHHFPCJGTFX-UITAMQMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2Z)-2-(1,3-benzodioxol-5-ylmethylene)butanal 、 甲醇 在 盐酸 作用下， 反应 8.0h， 以1.00 g的产率得到6-ethyl-5-methoxy-5H-indeno[5,6-d][1,3]dioxole
  参考文献：
  名称：

  Domino synthesis of indenols and alkyl-indene ethers under modified Vilsmeier conditions

  摘要：

  Indenols are produced in high yields through domino reactions, when electron-rich trans-stilbenes and other trans arylalkyl olefins were subjected to Vilsmeier formylation in the presence of excess POCl3 in a one-pot procedure. The method is even suitable for converting aryl-alkyl carbinols (precursors for olefins) directly into indenols. The corresponding indene ethers could be prepared in high yields directly when less reactive alpha,beta-unsaturated aldehydes were subjected to cyclization in alcoholic HCl. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.126
• 作为产物：
  描述：

  1-(3,4-亚甲基二氧苯基)-1-丁烯 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 反应 58.0h， 生成 (2Z)-2-(1,3-benzodioxol-5-ylmethylene)butanal
  参考文献：
  名称：

  Domino synthesis of indenols and alkyl-indene ethers under modified Vilsmeier conditions

  摘要：

  Indenols are produced in high yields through domino reactions, when electron-rich trans-stilbenes and other trans arylalkyl olefins were subjected to Vilsmeier formylation in the presence of excess POCl3 in a one-pot procedure. The method is even suitable for converting aryl-alkyl carbinols (precursors for olefins) directly into indenols. The corresponding indene ethers could be prepared in high yields directly when less reactive alpha,beta-unsaturated aldehydes were subjected to cyclization in alcoholic HCl. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.07.126

文献信息

• Domino synthesis of indenols and alkyl-indene ethers under modified Vilsmeier conditions
  作者：Parvinder Pal Singh、P. Bhaskar Reddy、Sanghapal D. Sawant、S. Koul、S.C. Taneja、H.M. Sampath Kumar

  DOI：10.1016/j.tetlet.2006.07.126

  日期：2006.10

  Indenols are produced in high yields through domino reactions, when electron-rich trans-stilbenes and other trans arylalkyl olefins were subjected to Vilsmeier formylation in the presence of excess POCl3 in a one-pot procedure. The method is even suitable for converting aryl-alkyl carbinols (precursors for olefins) directly into indenols. The corresponding indene ethers could be prepared in high yields directly when less reactive alpha,beta-unsaturated aldehydes were subjected to cyclization in alcoholic HCl. (c) 2006 Elsevier Ltd. All rights reserved.