1-(1-(羟甲基)环己基)乙酮 | 78910-84-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(1-(羟甲基)环己基)乙酮
• 英文名称: 1-(1-(hydroxymethyl)cyclohexyl)ethanone
• 英文别名: 4-hydroxy-3,3-pentamethylenebutan-2-one；1-acetyl-1-hydroxymethylcyclohexane；1-[1-(hydroxymethyl)cyclohexyl]ethanone
• CAS: 78910-84-6
• 化学式: C₉H₁₆O₂
• mdl: MFCD06203065
• 分子量: 156.225
• InChiKey: FNEOYRVJVMTIEW-UHFFFAOYSA-N

物化性质

• 沸点：
  131-133 °C(Press: 10 Torr)
• 密度：
  1.009±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.888
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(1-(羟甲基)环己基)乙酮 在 吡啶 、 四氯化钛 、 lithium chloride 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 40.0h， 生成 1-(1-(N-Ethylimino)ethyl)-1-(chloromethyl)cyclohexane
  参考文献：
  名称：

  Synthesis of 1-Amino-2,2-dialkylcyclopropanecarboxylic Acids via Base-Induced Cyclization of .gamma.-Chloro-.alpha.-imino Esters

  摘要：

  beta-Chloro ketones were oxidatively transformed into alpha-keto carboxylic esters and condensed with primary amines in the presence of titanium(IV) chloride. Base-induced cyclization of the resulting gamma-chloro-alpha-imino esters, incorporating suitable N-substituents, led directly to 1-amino-2,2-dialkyl- cyclopropanecarboxylic ester derivatives via a 1,5-dehydrochlorination process. Syntheses of different N- and/or carboxyl-protected geminally (gem) dialkylated cyclopropane amino acids were developed, while access to the free alpha-amino acids is also given. The methodology used was further extended by reduction of the gamma-chloro-alpha-imino esters to functionalized gamma-chloro-alpha-amino esters,prior to ring closure, affording N-alkyl-gem-dialkyl-1-aminocyclopropanecarboxylic acid derivatives.

  DOI：

  10.1021/jo00102a022
• 作为产物：
  描述：

  (1-Acetylcyclohexyl)methyl 2,2,2-trifluoroacetate 在 sodium carbonate 作用下， 反应 96.0h， 生成 1-(1-(羟甲基)环己基)乙酮
  参考文献：
  名称：

  Synthesis of 1-Amino-2,2-dialkylcyclopropanecarboxylic Acids via Base-Induced Cyclization of .gamma.-Chloro-.alpha.-imino Esters

  摘要：

  beta-Chloro ketones were oxidatively transformed into alpha-keto carboxylic esters and condensed with primary amines in the presence of titanium(IV) chloride. Base-induced cyclization of the resulting gamma-chloro-alpha-imino esters, incorporating suitable N-substituents, led directly to 1-amino-2,2-dialkyl- cyclopropanecarboxylic ester derivatives via a 1,5-dehydrochlorination process. Syntheses of different N- and/or carboxyl-protected geminally (gem) dialkylated cyclopropane amino acids were developed, while access to the free alpha-amino acids is also given. The methodology used was further extended by reduction of the gamma-chloro-alpha-imino esters to functionalized gamma-chloro-alpha-amino esters,prior to ring closure, affording N-alkyl-gem-dialkyl-1-aminocyclopropanecarboxylic acid derivatives.

  DOI：

  10.1021/jo00102a022

文献信息

• Hepatitis C Virus Inhibitors
  申请人：Bristol-Myers Squibb Company

  公开号：US20150023913A1

  公开（公告）日：2015-01-22

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制由丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合，包括这种组合的组成物，以及抑制NS5A蛋白功能的方法。
• Interactions of aliphatic β-amino-β-trifluoromethylvinyl ketones with ethylenediamine
  作者：V. Ya. Sosnovskikh、M. Yu. Mel'nikov、I. A. Kovaleva

  DOI：10.1007/bf02494288

  日期：1998.11

  The reactions of aliphatic β-amino-β-trifluoromethylvinyl ketones with an excess of ethylenediamine at room temperature afforded the corresponding 2,3-dihydro-1H-1,4-diazepines or substituted 2-acetonyl-2-trifluoromethylimidazolidines (the latter were obtained when the approach to the carbonyl group was sterically hindered).

  脂肪族β-氨基-β-三氟甲基乙烯基酮与过量乙二胺在室温下反应得到相应的2,3-二氢-1H-1,4-二氮杂或取代的2-丙酮基-2-三氟甲基咪唑烷（后者得到当接近羰基时受到空间位阻）。
• Anionic cascade reactions. One-pot assembly of (<i>Z</i>)-chloro-<i>exo</i>-methylenetetrahydrofurans from β-hydroxyketones
  作者：István E Markó、Florian T Schevenels

  DOI：10.3762/bjoc.9.148

  日期：——

  The assembly of (Z)-chloro-exo-methylenetetrahydrofurans by an original and connective anionic cascade sequence is reported. Base-catalysed condensation of β-hydroxyketones with 1,1-dichloroethylene generates, in moderate to good yields, the corresponding (Z)-chloro-exo-methylenetetrahydrofurans. Acidic treatment of this motif leads to several unexpected dimers, possessing unique structural features.

  报道了通过原始和连续的阴离子级联序列组装(Z)-氯代-exo-甲基亚氨基呋喃。β-羟基酮与1,1-二氯乙烯的碱催化缩合生成相应的(Z)-氯代-exo-甲基亚氨基呋喃，产率中等至良好。对该基团的酸处理导致形成几种具有独特结构特征的意外二聚体。
• Combinations of Hepatitis C Virus Inhibitors
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160158200A1

  公开（公告）日：2016-06-09

  The present disclosure is generally directed to antiviral compounds, and more specifically directed to combinations of compounds which can inhibit the function of the NS5A protein encoded by Hepatitis C virus (HCV), compositions comprising such combinations, and methods for inhibiting the function of the NS5A protein.

  本公开涉及抗病毒化合物，更具体地涉及能够抑制丙型肝炎病毒（HCV）编码的NS5A蛋白功能的化合物组合，包含这种组合的组合物，以及抑制NS5A蛋白功能的方法。
• Sosnovskikh; Mel'nikov, Russian Journal of Organic Chemistry, 1998, vol. 34, # 2, p. 276 - 279
  作者：Sosnovskikh、Mel'nikov

  DOI：——

  日期：——