2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)cyclohexanone | 84202-12-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)cyclohexanone
• 英文别名: 3-phenyl-1-(p-tolyl)-1-(oxocyclohexyl)-propan-3-one；2-(3-oxo-3-phenyl-1-p-tolylpropyl)cyclohexanone；2-[1-(4-Methylphenyl)-3-oxo-3-phenylpropyl]cyclohexan-1-one
• CAS: 84202-12-0
• 化学式: C₂₂H₂₄O₂
• 分子量: 320.431
• InChiKey: MJRASALQHLUNPS-UHFFFAOYSA-N

物化性质

• 熔点：
  130-133 °C(Solv: carbon tetrachloride (56-23-5); hexane (110-54-3))
• 沸点：
  492.4±28.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)cyclohexanone 在 三氟化硼乙醚 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 4.33h， 生成
  参考文献：
  名称：

  吡啶鎓无水碱的热重排：N-取代基向次甲基碳的迁移

  摘要：

  在吡啶鎓脱水碱热解时，N-苄基和N-甲基迁移到次甲基碳原子上。交叉实验表明分子间反应，可能涉及均溶。

  DOI：

  10.1016/0040-4020(82)85086-2
• 作为产物：
  描述：

  1-吗啉基-1-环己烯 、 (E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one 在 aluminum oxide 作用下， 反应 0.12h， 以88%的产率得到2-(1-(4-methylphenyl)-3-oxo-3-phenylpropyl)cyclohexanone
  参考文献：
  名称：

  Alumina-promoted fast solid-phase Michael addition of enamines with conjugated enones under microwave irradiation

  摘要：

  A fast alumina-promoted solid-phase Michael addition of enamines to conjugated enones is described under microwave irradiation in high yields. The 1,5-diketo Michael adducts have been converted into a novel class of 1',2'-diazepino(17,16-d') steroids. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02049-4

文献信息

• Three-step synthesis of 2,4-diaryl-5,6,7,8-tetrahydroquinoline derivatives
  作者：Hayreddin Gezegen、Alparslan Dingil、Mustafa Ceylan

  DOI：10.1002/jhet.409

  日期：——

  Addition of cylohexanone to chalcones, obtained from the appropriate acetophenone and benzaldehyde derivatives, under solvent-free conditions gave 1,5-diketones in good yields. Treatment of 1,5-diketones with ammonium acetate in acetic acid afforded directly 2,4-diaryl-5,6,7,8-tetrahydroquinoline derivatives in high yields. The structures of were elucidated by 1H NMR, 13C NMR, IR, and elemental analysis

  除环己酮，以查耳酮，从相应的苯乙酮和苯甲醛衍生物得到的，无溶剂的条件下的，得到在良好的产率1,5-二酮类。1,5-二酮的治疗乙酸中的乙酸铵直接提供2,4-二芳基-5,6,7,8-四氢喹啉衍生物高产。的结构通过1 H NMR，13 C NMR，IR和元素分析来阐明。J.杂环化​​学。（2010）。
• Synthesis of a New N-Diaminophosphoryl-N′-[(2S)-2-pyrrolidinylmethyl]thiourea as a Chiral Organocatalyst for the Stereoselective Michael Addition of Cyclohexanone to Nitrostyrenes and Chalcones - Application in Cascade Processes for the Synthesis of Polyc
  作者：Carlos Cruz-Hernández、Eduardo Martínez-Martínez、Perla E. Hernández-González、Eusebio Juaristi

  DOI：10.1002/ejoc.201801339

  日期：2018.12.31

  novel chiral thiourea containing a segment of privileged (2S)‐2‐pyrrolidinylmetan‐amine as well as a hydrophobic phosphoramide framework is described. The new organocatalyst exhibited good performance in asymmetric Michael additions, in a variety of systems including the formal [3+3] cyclization of cyclohexanone with arylidenepyruvates through a cascade process, which involves the asymmetric Michael

  描述了一种新颖的手性硫脲的合成，该硫脲含有一个特权级的（2 S）-2-吡咯烷基二甲胺和疏水性磷酰胺骨架。新型有机催化剂在不对称迈克尔加成反应中表现出良好的性能，在多种系统中，包括通过级联过程与芳基丙酮酸戊酯对环己酮进行正式的[3 + 3]环化反应，该过程涉及不对称迈克尔加成反应/质子转移/非对映选择性醛醇缩合反应。
• A mild and efficient procedure for asymmetric Michael additions of cyclohexanone to chalcones catalyzed by an amino acid ionic liquid
  作者：Yunbo Qian、Shiyong Xiao、Lei Liu、Yongmei Wang

  DOI：10.1016/j.tetasy.2008.06.022

  日期：2008.7

  A mild and efficient procedure for Michael additions of cyclohexanone to chalcones has been developed. In the presence of amino acid ionic liquid [EMlm][Pro] (200 mol %), cyclohexanone reacted with various chalcones to afford Michael adducts in high yields (85-98%) and moderate to good enantioselectivities (16-94% ee), accompanied by an unexpected solvent-dependent inversion of the enantioselectivity. (C) 2008 Elsevier Ltd. All rights reserved.