3-(2-chloro-5-methylphenoxy)propanenitrile | 1099648-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2-chloro-5-methylphenoxy)propanenitrile
• CAS: 1099648-72-2
• 化学式: C₁₀H₁₀ClNO
• mdl: MFCD11651147
• 分子量: 195.648
• InChiKey: VYEOPWCEFJOLAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  3-(2-chloro-5-methylphenoxy)propanenitrile 在 水 、 三氟乙酸 作用下， 生成 8-chloro-5-methylchroman-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：

  2-氯-5-甲酚 、 丙烯腈 在 potassium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 44.0h， 以52%的产率得到3-(2-chloro-5-methylphenoxy)propanenitrile
  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