2,6-bis-(N-methylenemorpholino)-4-bromophenol | 156215-24-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-bis-(N-methylenemorpholino)-4-bromophenol
• 英文别名: 4-bromo-2,6-bis(N-morpholinyl)methylphenol；2,6-bis(morpholinomethyl)-4-bromophenol；4-Bromo-2,6-bis(morpholin-4-ylmethyl)phenol
• CAS: 156215-24-6
• 化学式: C₁₆H₂₃BrN₂O₃
• 分子量: 371.274
• InChiKey: TVTMKJOUWWEHFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  45.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-bis-(N-methylenemorpholino)-4-bromophenol 在 potassium carbonate 、 胍 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 43.0h， 生成 phenyl-2,6-bis(acetoxymethyl)-4-bromotrifluoromethyl sulfonate
  参考文献：
  名称：

  Preparation of Functionalised Aryl Alkynes as Precursors to Extended Cyclophanes

  摘要：

  The preparation of 2,6-substituted arylhalides and triflates is described. These compounds are suitable precursors for cyclophane formation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01002-9
• 作为产物：
  描述：

  吗啉 、 聚合甲醛 、 4-溴苯酚 以 溶剂黄146 为溶剂， 反应 6.0h， 以82%的产率得到2,6-bis-(N-methylenemorpholino)-4-bromophenol
  参考文献：
  名称：

  Preparation of Functionalised Aryl Alkynes as Precursors to Extended Cyclophanes

  摘要：

  The preparation of 2,6-substituted arylhalides and triflates is described. These compounds are suitable precursors for cyclophane formation. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01002-9

文献信息

• Cu(II)-Catalyzed <i>ortho</i>-Selective Aminomethylation of Phenols
  作者：Jin-Ling Dai、Nan-Qi Shao、Jin Zhang、Run-Ping Jia、Dong-Hui Wang

  DOI：10.1021/jacs.7b06785

  日期：2017.9.13

  A Cu(II)-catalyzed ortho-selective functionalization of free phenols with trifluoroborates to afford Csp2-Csp3 coupling products under mild conditions has been developed. A variety of functional groups on the phenol and the potassium aminomethyltrifluoroborate substrates were found compatible, furnishing the corresponding products in moderate to excellent yields. A single-electron transfer radical

  已经开发出一种 Cu(II) 催化的游离酚与三氟硼酸盐的邻位选择性官能化，以在温和条件下提供 Csp2-Csp3 偶联产物。发现苯酚和氨基甲基三氟硼酸钾底物上的各种官能团是相容的，以中等至极好的收率提供相应的产品。提出了一种涉及六元过渡态的单电子转移自由基偶联机制，以合理化反应中的高水平邻位选择性。该协议提供了对邻氨基甲基取代酚、非天然氨基酸和其他生物活性小分子的直接访问。
• Synthesis and structural characterization of 2,6-bis-(N-methylenemorpholino)-4-methylphenol (MMP) and 2,6-bis-(N-methylenemorpholino)-4-bromophenol (MBrP)
  作者：S. Shanmuga Sundara Raj、M. N. Ponnuswamy、G. Shanmugam、M. Kandaswamy

  DOI：10.1007/bf01665351

  日期：1994.1

  MMP: C17H26N2O3, M(r) = 306.40, monoclinic, space group P2(1)/c, a = 10.927(2), b = 10.777(2), c = 14.197(2)angstrom, beta = 94.04(2)degrees, V = 1667.7(5)angstrom3, D(cal) = 1.22 mgm-3, Z = 4, F(000) = 664, mu = 5.93 cm-1, T = 293K. Final R = 0.049 and wR = 0.063 for 2724 observed reflections. MBrP; C16H23N2O3Br, M(r) = 371.27, monoclinic, space group P2(1)/c, a = 10.955(1), b = 10.785(1), c = 14.213(1)angstrom, beta = 94.54(2)degrees, V = 1674.0(4)angstrom3, D(cal) = 1.48 Mgm-3, Z = 4, F(000) = 768, mu = 32.35 cm-1, T = 293K. Final R = 0.055 and wR = 0.069 for 2886 observed reflections. MMP and MBrP are isostructural and in both the molecules the morpholino rings assume a chair conformation.
• Preparation of Functionalised Aryl Alkynes as Precursors to Extended Cyclophanes
  作者：Geoffrey T Crisp、Peter D Turner

  DOI：10.1016/s0040-4020(99)01002-9

  日期：2000.1

  The preparation of 2,6-substituted arylhalides and triflates is described. These compounds are suitable precursors for cyclophane formation. (C) 2000 Elsevier Science Ltd. All rights reserved.