1-(1,3-Benzodioxol-5-yl)-2-nitropropan-1-ol | 36462-33-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1-(1,3-Benzodioxol-5-yl)-2-nitropropan-1-ol
• CAS: 36462-33-6
• 化学式: C₁₀H₁₁NO₅
• 分子量: 225.201
• InChiKey: KQBSGQRDZLRNFT-UHFFFAOYSA-N

物化性质

• 沸点：
  208-213 °C(Press: 15 Torr)
• 密度：
  1.395±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  84.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(1,3-Benzodioxol-5-yl)-2-nitropropan-1-ol 在 咪唑 、 碘 作用下， 以 二氯甲烷 为溶剂， 生成 2-nitro-1-(3,4-methylenedioxyphenyl)-propane
  参考文献：
  名称：

  One-pot solid phase synthesis of (E)-nitroalkenes

  摘要：

  An efficient one-pot protocol for the synthesis of (E)-nitroalkenes by reaction of aldehydes and nitroalkanes in the presence of polymer-bound triphenylphosphine, iodine and imidazole is described. Although the reaction works with similar efficiency with triphenylphosphine and its polymer-bound version, easy removal of the unwanted polymer-bound triphenylphosphine oxide and its recovery as triphenylphosphine provide the edge for practical application of the method. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.146
• 作为产物：
  描述：

  硝基乙烷 、 胡椒醛 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 1-(1,3-Benzodioxol-5-yl)-2-nitropropan-1-ol
  参考文献：
  名称：

  One-pot solid phase synthesis of (E)-nitroalkenes

  摘要：

  An efficient one-pot protocol for the synthesis of (E)-nitroalkenes by reaction of aldehydes and nitroalkanes in the presence of polymer-bound triphenylphosphine, iodine and imidazole is described. Although the reaction works with similar efficiency with triphenylphosphine and its polymer-bound version, easy removal of the unwanted polymer-bound triphenylphosphine oxide and its recovery as triphenylphosphine provide the edge for practical application of the method. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.146

文献信息

• Asymmetric Henry reaction catalysed by L-proline derivatives in the presence of Cu(OAc)₂: isolation and characterization of an<i>in situ</i>formed Cu(II) complex
  作者：H. Atoholi Sema、Ghanashyam Bez、Sanjib Karmakar

  DOI：10.1002/aoc.3123

  日期：2014.4

  by the Henry reaction is one of the most exploited carbon–carbon bond‐forming reactions owing to the versatility of both functional groups for synthetic manipulation by functional group interconversion. Here we report synthesis of a series of proline‐derived compounds to study their catalytic activities for asymmetric Henry reaction in the presence of Cu(OAc)2.H2O. The proline derivative, 2‐((E)‐(((

  亨利反应合成不对称β-硝基醇是利用最多的碳-碳键形成反应之一，这是由于两个官能团都具有多功能性，可以通过官能团相互转化进行合成操作。在这里我们报告了一系列脯氨酸衍生的化合物的合成，以研究它们在Cu（OAc）2 .H 2 O存在下对不对称亨利反应的催化活性。脯氨酸衍生物2 ‐（（E）‐（（（S）-1-苄基吡咯烷基）二苯基甲基亚氨基）甲基）苯酚1表现出最佳的催化活性。原位形成的催化物种Cu（II）-1配合物被分离，并通过各种光谱技术和X射线晶体学表征，显示出顺式‐N 2 O 2协调几何。与大多数已报道的方案不同，无需使用添加碱即可获得不对称的β-硝基醇。版权所有©2014 John Wiley＆Sons，Ltd.
• Pawar, Sunayna S.; Chakka, Sai Kumar; Andersson, Pher G., South African Journal of Chemistry, 2012, vol. 65, p. 23 - 29
  作者：Pawar, Sunayna S.、Chakka, Sai Kumar、Andersson, Pher G.、Kruger, Hendrik G.、Maguire, Glenn E.M.、Govender, Thavendran

  DOI：——

  日期：——
• Kanao, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1930, vol. 50, p. 24,25; dtsch. Ref. S. 9, 11
  作者：Kanao

  DOI：——

  日期：——
• One-pot solid phase synthesis of (E)-nitroalkenes
  作者：Samuel Lalthazuala Rokhum、Ghanashyam Bez

  DOI：10.1016/j.tetlet.2013.07.146

  日期：2013.10

  An efficient one-pot protocol for the synthesis of (E)-nitroalkenes by reaction of aldehydes and nitroalkanes in the presence of polymer-bound triphenylphosphine, iodine and imidazole is described. Although the reaction works with similar efficiency with triphenylphosphine and its polymer-bound version, easy removal of the unwanted polymer-bound triphenylphosphine oxide and its recovery as triphenylphosphine provide the edge for practical application of the method. (C) 2013 Elsevier Ltd. All rights reserved.