1-(2-furyl)-2-(dimethylamino)ethanone | 1157668-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-furyl)-2-(dimethylamino)ethanone
• 英文别名: 2-(Dimethylamino)-1-(furan-2-yl)ethanone
• CAS: 1157668-19-3
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: KGNZBUVLHVOLGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  33.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-furyl)-2-(dimethylamino)ethanone 在 甲酸 、 Noyori's catalyst 、 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 120.0h， 以59%的产率得到(S)-2-(dimethylamino)-1-(furan-2-yl)ethanol
  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
• 作为产物：
  描述：

  2-溴-1-(2-呋喃)-1-乙酮 、 二甲胺 以 乙醚 为溶剂， 反应 0.67h， 以46%的产率得到1-(2-furyl)-2-(dimethylamino)ethanone
  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

• 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.