3-((diethylamino)methyl)phenol | 27958-96-9

• 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: 3-((diethylamino)methyl)phenol
• 英文别名: 1-(diethylaminomethyl)-3-hydroxybenzene；3-Diaethylaminomethyl-phenol；3-(diethylaminomethyl)phenol
• CAS: 27958-96-9
• 化学式: C₁₁H₁₇NO
• 分子量: 179.262
• InChiKey: ORYMNFIEKDSDEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴-5,6-二甲氧基-1-茚酮 、 3-((diethylamino)methyl)phenol 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 2-(3-Diethylaminomethyl-phenoxy)-5,6-dimethoxy-indan-1-one
  参考文献：
  名称：

  Design, synthesis, and evaluation of 2-phenoxy-indan-1-one derivatives as acetylcholinesterase inhibitors

  摘要：

  A series of 2-phenoxy-indan-1-one derivatives have been designed, synthesized, and tested as acetylcholinesterase inhibitors. The most potent compound exhibited high AChE inhibitory activity (IC50 = 50 nM), and the molecular docking study indicated that it was nicely accommodated by AChE. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.132
• 作为产物：
  描述：

  乙酸间甲苯酯 在 四氯化碳 、 溴 作用下， 生成 3-((diethylamino)methyl)phenol
  参考文献：
  名称：

  Synthesis of Reserpine Analogs^1,2

  摘要：

  DOI：

  10.1021/jo01094a031

文献信息

• Design, Synthesis and Evaluation of Tacrine Based Acetylcholinesterase Inhibitors
  作者：Yanhong Shen、Youzhu Yu、Huichao Lv、Liping Feng、Guoqiang Zhang

  DOI：10.2174/157018010791163532

  日期：2010.6.1

  A series of tacrine based cholinesterase inhibitors was designed, synthesized and assayed for their biological activity. Among them, five compounds inhibited acetylcholinesterase in micromolar range and most of the compounds demonstrated much better selectivity for AChE than reference compound tacrine.

  我们设计、合成并检测了一系列基于他克林的胆碱酯酶抑制剂的生物活性。其中，5 种化合物对乙酰胆碱酯酶的抑制作用在微摩尔范围内，而且大多数化合物对乙酰胆碱酯酶的选择性远远优于参考化合物他克林。
• New PCN and PCP Pincer Palladium(II) Complexes:  Convenient Synthesis via Facile One-Pot Phosphorylation/Palladation Reaction and Structural Characterization
  作者：Jun-Fang Gong、Yan-Hui Zhang、Mao-Ping Song、Chen Xu

  DOI：10.1021/om7008364

  日期：2007.12.1

  A series of new PCN pincer palladium(II) complexes with phosphinito group 2a−d and 3 were conveniently prepared via facile one-pot phosphorylation/palladation reaction of pyrazolyl or amino-containing m-phenol derivatives with chlorophosphines and PdCl2. Two PCP pincer complexes 4a,b were also readily obtained from resorcinol in an analogous yet simplified manner. All of the new complexes have been

  与phosphinito组一系列新的PCN钳形钯（II）络合物2A - d和3分别经由吡唑基的容易一锅磷酸化/ palladation反应或方便地制备含氨基的米与chlorophosphines和的PdCl -苯酚衍生物2。从间苯二酚以类似但简化的方式也容易获得两种PCP钳夹复合物4a，b。所有这些新的配合物均已通过1 H NMR，13 C 1 H} NMR，31 P 11 H NMR，IR，ESI-MS和元素分析。另外，已经通过X射线单晶衍射确定了2a - d的分子结构。
• 650. α-Methylbenzylamines. Part I. 3-cycloHexyloxy-4-methoxy-α-methylbenzylamines
  作者：A. McCoubrey

  DOI：10.1039/jr9510002931

  日期：——
• Mechanistic Insights into Pincer-Ligated Palladium-Catalyzed Arylation of Azoles with Aryl Iodides: Evidence of a Pd^II–Pd^IV–Pd^II Pathway
  作者：Shrikant M. Khake、Rahul A. Jagtap、Yuvraj B. Dangat、Rajesh G. Gonnade、Kumar Vanka、Benudhar Punji

  DOI：10.1021/acs.organomet.6b00003

  日期：2016.3.28

  Pincer-based ((POCNR,2)-P-R2)PdCl complexes, along with CuI cocatalyst catalyze the arylation of azoles with aryl Iodides to give the 2-arylated azole products:Herein; we report an extensive mechanistic investigation for the direct arylation of azoles involving a well-defined and highly efficient ((POCNEt2)-P-iPr2)PdCl (2a) catalyst, which emphasizes a rare Pd-II-Pd-IV-Pd-II redox catalytic pathway. Kinetic studies and deuterium labeling experiments indicate that the C-H bond cleavage on azoles occurs via two distinct routes in, a reversible manner. Controlled reactivity of the catalyst 2a underlines the iodo derivative ((POCNEt2)-P-iPr2)PdI (3a) to be the resting state of the catalyst. The intermediate species ((POCNEt2)-P-iPr2)Pd-benzothiazolyl (4a) has been isolated and structurally, characterized. A determination of reaction rates of compound 4a with electronically different aryl iodides has revealed the kinetic significance of the oxidative addition of the C(sp(2))-X electrophile, aryl iodide, to complex 4a. Furthermore, the reactivity behavior of 4a suggests that the arylation of benzothiazole proceeds via an oxidative addition/reductive elimination pathway involving a ((POCNEt2)-P-iPr2)Pd-IV(benzothiazolyl)(Ar)I species, which is strongly supported by DFT calculations.
• SYNTHESIS OF NOVEL IONIC LIQUIDS FROM LIGNIN-DERIVED COMPOUNDS
  申请人：THE REGENTS OF THE UNVIERSITY OF CALIFORNIA

  公开号：US20170349561A1

  公开（公告）日：2017-12-07

  Methods and compositions are provided for synthesizing ionic liquids from lignin. Methods and compositions are also provided for treating lignin with ionic liquids.