β-(4-tert.-Butyl-phenoxy)-propionitril | 23067-88-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: β-(4-tert.-Butyl-phenoxy)-propionitril
• 英文别名: 3-(4-Tert-butylphenoxy)propanenitrile
• CAS: 23067-88-1
• 化学式: C₁₃H₁₇NO
• mdl: MFCD03150780
• 分子量: 203.284
• InChiKey: UOPNQUZHGDFIBT-UHFFFAOYSA-N

物化性质

• 沸点：
  334.5±35.0 °C(Predicted)
• 密度：
  0.984±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  β-(4-tert.-Butyl-phenoxy)-propionitril 在 水 、 三氟乙酸 作用下， 生成 6-tert-butyl-2,3-dihydro-4H-1-benzopyran-4-one
  参考文献：
  名称：

  An efficient synthesis of 4-chromanones

  摘要：

  A two step efficient and practical synthesis of a variety of 4-chromanones is described. Phenols undergo a Michael addition to acrylonitriles in the presence of catalytic amounts of potassium carbonate and tert-butanol to generate the corresponding 3-aryloxypropanenitriles in 50-93% yields. Treatment of the resulting aryloxypropionitriles with 1.5 equiv of TfOH and 5 equiv of TFA, followed by an aqueous work up afforded 4-chromanones in moderate to excellent yields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.018
• 作为产物：
  描述：

  4-叔丁基苯酚 、 丙烯腈 在 potassium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 44.0h， 以93%的产率得到β-(4-tert.-Butyl-phenoxy)-propionitril
  参考文献：
  名称：

  An efficient synthesis of 4-chromanones

  摘要：

  A two step efficient and practical synthesis of a variety of 4-chromanones is described. Phenols undergo a Michael addition to acrylonitriles in the presence of catalytic amounts of potassium carbonate and tert-butanol to generate the corresponding 3-aryloxypropanenitriles in 50-93% yields. Treatment of the resulting aryloxypropionitriles with 1.5 equiv of TfOH and 5 equiv of TFA, followed by an aqueous work up afforded 4-chromanones in moderate to excellent yields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.018

文献信息

• N-Dialkylaminoalkylbiphenylamines as antimalarial and antischistosomal agents
  作者：Warren G. Duncan、David W. Henry

  DOI：10.1021/jm00301a007

  日期：1969.1
• An efficient synthesis of 4-chromanones
  作者：Yong-Li Zhong、David T. Boruta、Donald R. Gauthier、David Askin

  DOI：10.1016/j.tetlet.2011.07.018

  日期：2011.9

  A two step efficient and practical synthesis of a variety of 4-chromanones is described. Phenols undergo a Michael addition to acrylonitriles in the presence of catalytic amounts of potassium carbonate and tert-butanol to generate the corresponding 3-aryloxypropanenitriles in 50-93% yields. Treatment of the resulting aryloxypropionitriles with 1.5 equiv of TfOH and 5 equiv of TFA, followed by an aqueous work up afforded 4-chromanones in moderate to excellent yields. (C) 2011 Elsevier Ltd. All rights reserved.