4-[3,5-bis(trifluoromethyl)phenyl]morpholine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-[3,5-bis(trifluoromethyl)phenyl]morpholine
• 化学式: C₁₂H₁₁F₆NO
• 分子量: 299.216
• InChiKey: VGISKJSHMRQUSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (E)-4-(morpholino)pent-3-en-2-one 、 六氟乙酰丙酮 在 溶剂黄146 作用下， 反应 4.0h， 以38%的产率得到4-[3,5-bis(trifluoromethyl)phenyl]morpholine
  参考文献：
  名称：

  Synthesis of functionalized m-bistrifluoromethylbenzenes via cyclocondensation of 1,1,1,5,5,5-hexafluoroacetylacetone with enamines

  摘要：

  The reaction of 1,1,1,5,5,5-hexafluoroacetylacetone with push-pull enamines having a methyl group at the alpha-position was investigated. It was found that the reaction is sensitive both to the structure of enamines and to reaction conditions. As a result, a set of bistrifluoromethyldialkylanilines and ethyl bistrifluoromethylsalicylate was prepared. Plausible mechanisms and factors influencing the course of the reaction are discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.075

文献信息

• An inexpensive cyclodiphosphazane as an efficient ligand for the palladium-catalyzed amination of aryl bromides and chlorides
  作者：R. Rama Suresh、K.C. Kumara Swamy

  DOI：10.1016/j.tetlet.2009.08.020

  日期：2009.11

  An economic and novel ligand, cyclodiphosphazane [ClPN(t-Bu)]2 (1), was introduced in the palladium-catalyzed amination of unactivated aryl halides. The catalyst allows for the amination of aryl chlorides and bromides with secondary cyclic amines and anilines in good yields.

  一种经济且新颖的配体，环二磷氮烷[ClPN（t -Bu ）] 2（1）被引入钯催化的未活化芳基卤化物的胺化反应中。该催化剂允许用仲环胺和苯胺以高收率胺化芳基氯和溴化物。
• Exploring organic reactions using simple cyclodiphosphazanes
  作者：K.C. Kumara Swamy、G. Gangadhararao、R. Rama Suresh、N.N. Bhuvan Kumar、Manab Chakravarty

  DOI：10.1016/j.jorganchem.2009.11.001

  日期：2010.4

  cyclodiphosphazane is also described. X-ray structures of the new compounds [(t-BuNH)(PhCH2CH(CN)CH2–)P(μ-N-t-Bu)2P(NH-t-Bu)]+[HCO3]− (13), [(t-BuNH)P(μ-N-t-Bu)2P(N-t-Bu)-C(CH2)CH(C6H4-4-Me)-P(O)(OCH2CMe2CH2O)] (18), [(i-PrNH)P(μ-N-t-Bu)2P(N-i-Pr)-N(CO2-i-Pr)-NH(CO2-i-Pr)] (24), [(S)-(2-OH-1-C10H6-1′-C10H6-2′-O-P(O)(NH-t-Bu)2] (36) and [(t-BuNH)(O)P(μ-N-t-Bu)2P(O)(CHCCMe2)] (40) are also reported.

  炔烃/烯烃/丙二烯的膦活化反应以及Mitsunobu反应涉及大量的磷化学反应。借助于简单的环二磷氮烷，已经完成了许多与拟议的中间体相似的化合物的表征。强调了在Pd催化的N-芳基化反应中使用环二磷氮烷。讨论了磷化合物中分子非化学计量的结果以及使用手性磷系统的结果。还描述了涉及环二磷氮烷的烯丙基磷酰胺的合成。新的化合物的X射线结构[（吨-BuNH）（的PhCH 2 CH（CN）CH 2 - ）P（μ-N-吨-Bu）2 P（NH-吨-Bu）]+ [HCO 3 ] - （13），[（吨-BuNH）P（μ-N-吨-Bu）2 P（N-吨-Bu）-C（CH 2）CH（C 6 H ^ 4 -4- Me）-P（O）（OCH 2 CMe 2 CH 2 O）]（18），[（i -PrNH）P（μ-N- t -Bu）2 P（N- i -Pr）-N（CO 2 -我-Pr）-NH（CO 2 -我-Pr）]（24）[（小号）
• MATSUMOTO, KIYOSHI;UCHIDA, TAKANE;OKAMOTO, TADASHI;HASHIMOTO, SHIRO, CHEM. EXPRESS, 2,(1987) N 9, 551-554
  作者：MATSUMOTO, KIYOSHI、UCHIDA, TAKANE、OKAMOTO, TADASHI、HASHIMOTO, SHIRO

  DOI：——

  日期：——
• Synthesis of functionalized m-bistrifluoromethylbenzenes via cyclocondensation of 1,1,1,5,5,5-hexafluoroacetylacetone with enamines
  作者：Dmitriy M. Volochnyuk、Alexander N. Kostyuk、Dmitriy A. Sibgatulin、Alexander N. Chernega

  DOI：10.1016/j.tet.2005.01.075

  日期：2005.3

  The reaction of 1,1,1,5,5,5-hexafluoroacetylacetone with push-pull enamines having a methyl group at the alpha-position was investigated. It was found that the reaction is sensitive both to the structure of enamines and to reaction conditions. As a result, a set of bistrifluoromethyldialkylanilines and ethyl bistrifluoromethylsalicylate was prepared. Plausible mechanisms and factors influencing the course of the reaction are discussed. (c) 2005 Elsevier Ltd. All rights reserved.