1-Cyclohexyl-2-hydroxy-1-butanone | 80377-01-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Cyclohexyl-2-hydroxy-1-butanone
• 英文别名: 1-Cyclohexyl-2-hydroxybutan-1-one
• CAS: 80377-01-1
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: SSCYUSYVOSLHKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-Butyl-N'-tert-butyl-N-cyclohexylidenemethyl-formamidine 在 六甲基磷酰三胺 、 三氟化硼乙醚 、 叔丁基锂 、 溶剂黄146 、 肼 作用下， 反应 27.5h， 生成 1-Cyclohexyl-2-hydroxy-1-butanone
  参考文献：
  名称：

  .alpha.-Amino carbanions. Preparation, metalation, and alkylation of enamidines. Synthesis of piperidine and pyrrolidine natural products and homologation of carbonyl compounds

  摘要：

  DOI：

  10.1021/jo00207a023

文献信息

• Samarium diiodide in tetrahydropyran : Preparation and some reactions in organic chemistry
  作者：Jean-Louis Namy、Marielle Colomb、Henri B. Kagan

  DOI：10.1016/0040-4039(94)88329-7

  日期：1994.3

  SmI2 could be readily prepared in tetrahydropyran (THP) from samarium and 1,2-diiodoethane. Reducing properties were studied, showing marked differences compared to the classical SmI2/THF system.

  SmI 2可以很容易地由sa和1,2-二碘乙烷在四氢吡喃（THP）中制备。研究了还原性能，与经典的SmI 2 / THF体系相比，显示出显着差异。
• PROCESS FOR PREPARING 2-UNSUBSTITUTED IMIDAZOLES
  申请人：MITSUI PETROCHEMICAL INDUSTRIES, LTD.

  公开号：EP0252162A1

  公开（公告）日：1988-01-13

  A process for preparing 2-unsubstituted imidazoles which comprises reacting an a-hydroxycarbonyl compound with a formamide in a molar ratio of the formamide to the hydroxycarbonyl compound of 2 or less at a reaction temperature of 100 to 170°C in an atmosphere of ammonia gas. This process makes it possible to obtain 2-unsubstituted imidazoles in an extremely high yield and provides an advantage that recovering procedures involving decomposition of the formamide can be eliminated since it is not used in large excess. Removal of formic acid formed as by-product of the reaction serves to prevent corrosion of reactors and separators such as a distilling tower and yield highly pure imidazoles.

  一种制备 2-未取代咪唑的工艺，包括在氨气气氛中，在 100 至 170℃的反应温度下，使 a-羟基羰基化合物与甲酰胺反应，甲酰胺与羟基羰基化合物的摩尔比为 2 或 2 以下。通过这种工艺可以获得产率极高的 2-未取代咪唑，其优点是由于不需要过量使用甲酰胺，因此可以省去涉及甲酰胺分解的回收步骤。除去反应副产物甲酸可防止反应器和分离器（如蒸馏塔）受到腐蚀，并可获得高纯度的咪唑。
• Synthesis of .alpha.-ketols mediated by divalent samarium compounds
  作者：Jacqueline Collin、Jean Louis Namy、Frederic Dallemer、Henri B. Kagan

  DOI：10.1021/jo00009a035

  日期：1991.4

  Coupling reactions of acid chlorides are mediated by SmI2 and SmCp2, leading to alpha-ketols 3. Condensation reactions of acid chlorides on aldehydes similarly product alpha-ketols 5; with ketones, best results are obtained with use of SmI2. Reactivities of SmI2 and SmCp2 are compared and mechanisms of the reactions discussed. Formation of an acylsamarium species is shown.
• Nucleophilic acylation of esters by acid chlorides mediated by samarium diiodide: Formation and use of samarium enediolates
  作者：Fouzia Machrouhi、Jean-Louis Namy、Henri B. Kagan

  DOI：10.1016/s0040-4039(97)01727-9

  日期：1997.10

  Acid chlorides react with esters in the presence of samarium diiodide and catalytic amounts of NiI2 to afford samarium enediolates which can further react with electrophiles such as water or aldehydes to give respectively alpha-ketols or alpha-dihydroxyketones. (C) 1997 Published by Elsevier Science Ltd.
• Enamidines. Versatile vehicles for homologation of carbonyl compounds
  作者：A. I. Meyers、G. Erik Jagdmann

  DOI：10.1021/ja00367a052

  日期：1982.2