1-(2-苯并呋喃基)-2-(吗啉-4-基)乙酮 | 106272-36-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 1-(2-苯并呋喃基)-2-(吗啉-4-基)乙酮
• 英文名称: 1-(2-benzofuryl)-2-(morpholin-4-yl)ethanone
• 英文别名: 1-benzofuran-2-yl-2-morpholin-4-yl-ethanone；1-Benzofuran-2-yl-2-morpholino-aethanon；2-Morpholinoacetyl-cumaron；1-(1-Benzofuran-2-yl)-2-morpholin-4-ylethanone
• CAS: 106272-36-0
• 化学式: C₁₄H₁₅NO₃
• mdl: MFCD12645755
• 分子量: 245.278
• InChiKey: QXQHGXBQTROJGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  101.5 °C
• 沸点：
  389.7±32.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.357
• 拓扑面积：
  42.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-苯并呋喃基)-2-(吗啉-4-基)乙酮 在 溶剂黄146 、 锌 作用下， 反应 1.0h， 以35%的产率得到2-乙酰基苯并呋喃
  参考文献：
  名称：

  锌-乙酸促进α-氨基酮的还原碳-氮键断裂反应

  摘要：

  Scope and limitation of the reductive cleavage reaction of a-aminoketone systems with zinc-acetic acid are described. The carbon-nitrogen bond cleavage reaction was applicable to a wide range of alpha-aminoalkyl aryl ketones possessing various substituents on the aromatic ring. In contrast, a-aminoalkyl alkyl ketones with protons at the alpha'-position or alpha-aminoesters were sluggish to the carbon-nitrogen cleavage reaction.

  DOI：

  10.3987/com-13-s(s)64
• 作为产物：
  描述：

  吗啉 、 2-(溴乙酰基)苯并呋喃 以 乙醚 为溶剂， 反应 4.0h， 以59%的产率得到1-(2-苯并呋喃基)-2-(吗啉-4-基)乙酮
  参考文献：
  名称：

  Asymmetric synthesis of β-dialkylamino alcohols by transfer hydrogenation of α-dialkylamino ketones

  摘要：

  Transfer hydrogenation of representative aryl and heteroaryl dialkylaminomethyl ketones with formic acid-triethylamine, catalyzed by RuCl[(R,R)-TsDPEN](eta-p-cymene), produces the corresponding beta-dialkylamino alcohols, 97-99% ee, in 50-73% yields. Asymmetric synthesis of (R)-macromerine, 98% ee, the cactus Coryphantha macromeris alkaloid, is also described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.03.014

文献信息

• Amino Alcohol Studies. 2,3-Dihydrobenzofuran Derivatives
  作者：Alfred Burger、Adolph J. Deinet

  DOI：10.1021/ja01220a022

  日期：1945.4
• Zinc-Acetic Acid Promoted Reductive Carbon-Nitrogen Bond Cleavage Reaction of α-Aminoketones
  作者：Hideaki Fujii、Kyoko Ishikawa、Miyuki Tomatsu、Hiroshi Nagase

  DOI：10.3987/com-13-s(s)64

  日期：——

  Scope and limitation of the reductive cleavage reaction of a-aminoketone systems with zinc-acetic acid are described. The carbon-nitrogen bond cleavage reaction was applicable to a wide range of alpha-aminoalkyl aryl ketones possessing various substituents on the aromatic ring. In contrast, a-aminoalkyl alkyl ketones with protons at the alpha'-position or alpha-aminoesters were sluggish to the carbon-nitrogen cleavage reaction.
• Asymmetric synthesis of β-dialkylamino alcohols by transfer hydrogenation of α-dialkylamino ketones
  作者：Tomasz Kosmalski、Andrzej Wojtczak、Marek Zaidlewicz

  DOI：10.1016/j.tetasy.2009.03.014

  日期：2009.6

  Transfer hydrogenation of representative aryl and heteroaryl dialkylaminomethyl ketones with formic acid-triethylamine, catalyzed by RuCl[(R,R)-TsDPEN](eta-p-cymene), produces the corresponding beta-dialkylamino alcohols, 97-99% ee, in 50-73% yields. Asymmetric synthesis of (R)-macromerine, 98% ee, the cactus Coryphantha macromeris alkaloid, is also described. (C) 2009 Elsevier Ltd. All rights reserved.