6-chloro-3-(1-hydroxy-2-nitroethyl)-4H-chromen-4-one | 1309601-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-chloro-3-(1-hydroxy-2-nitroethyl)-4H-chromen-4-one
• 英文别名: 6-Chloro-3-(1-hydroxy-2-nitroethyl)chromen-4-one
• CAS: 1309601-82-8
• 化学式: C₁₁H₈ClNO₅
• 分子量: 269.641
• InChiKey: ZQBCLZIYKLPDPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  硝基甲烷 、 6-氯-3-甲酰基色酮 在 ammonium acetate 作用下， 反应 0.42h， 以84%的产率得到6-chloro-3-(1-hydroxy-2-nitroethyl)-4H-chromen-4-one
  参考文献：
  名称：

  Straightforward synthesis of nitroolefins by microwave- or ultrasound-assisted Henry reaction

  摘要：

  beta-Nitroalcohol or nitroethylene derivatives can be obtained from aryl aldehydes and nitromethane under Henry condensation conditions. We present a new modification using microwave irradiation or ultrasound as the energy source. Microwave irradiation allowed a novel one-pot synthesis of nitroolefins from aryl aldehydes using ammonium acetate as a catalyst without solvent. Different reaction conditions, such as base, solvent, and reaction time were studied. Only small amounts of beta-hydroxyl nitro compounds were isolated, using microwave irradiation for less than 25 min. In contrast, the use of ultrasound increased the yield of the nitroalcohols. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.037