4-[(苄氧基)甲基]苯胺 | 881741-06-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-[(苄氧基)甲基]苯胺
• 英文名称: 4-(benzyloxymethyl)aniline
• 英文别名: 4-benzyloxymethylphenylamine；benzyl 4-aminobenzyl ether；4-[(Benzyloxy)methyl]aniline；4-(phenylmethoxymethyl)aniline
• CAS: 881741-06-6
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: FRISHJFEBJVKFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  348.3±22.0 °C(Predicted)
• 密度：
  1.113±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[(苄氧基)甲基]苯胺 在 水 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.17h， 生成 5-(3-((4-((benzyloxy)methyl)phenyl)carbamoyl)phenyl)-2-methylnicotinic acid
  参考文献：
  名称：

  WO2024147009A1

  摘要：

  公开号：
• 作为产物：
  描述：

  1-(苄氧基甲基)-4-硝基苯 在 platinum(IV) oxide 氢气 作用下， 以 various solvent(s) 为溶剂， 反应 9.0h， 以92%的产率得到4-[(苄氧基)甲基]苯胺
  参考文献：
  名称：

  Poly(ethylene Glycol) (400) as Superior Solvent Medium against Ionic Liquids for Catalytic Hydrogenations with PtO₂

  摘要：

  Adams' catalyst in poly(ethylene glycol) (PEG) (400) has been found to be a superior solvent over the ionic liquids by severalfold in promoting the hydrogenation of various functional groups. Both the catalyst and PEG were recycled efficiently over 10 runs without loss of activity, and substrate cross contamination was not observed despite a change in the substrate four times.

  DOI：

  10.1021/jo052604x

文献信息

• A P,N-Ligand for Palladium-Catalyzed Ammonia Arylation: Coupling of Deactivated Aryl Chlorides, Chemoselective Arylations, and Room Temperature Reactions
  作者：Rylan J. Lundgren、Brendan D. Peters、Pamela G. Alsabeh、Mark Stradiotto

  DOI：10.1002/anie.201000526

  日期：2010.6.1

  Amazing ammonia: A new air‐stable P,N‐ligand (Mor‐DalPhos) is reported that enables the palladium‐catalyzed cross‐coupling of ammonia to a variety of aryl chloride and aryl tosylate substrates with high chemoselectivity and, for the first time, at room temperature (see scheme; Ad=adamantyl, Ts=para‐toluenesulfonyl).

  惊人的氨气：据报道，一种新型的空气稳定的P，N-配体（Mor-DalPhos）使钯催化的氨气与多种具有高化学选择性的芳基氯和甲苯磺酸芳基酯的交叉偶联成为首次。 ，在室温下（参见方案； Ad =金刚烷基，Ts =对甲苯磺酰基）。
• An Examination of the Palladium/Mor-DalPhos Catalyst System in the Context of Selective Ammonia Monoarylation at Room Temperature
  作者：Pamela G. Alsabeh、Rylan J. Lundgren、Robert McDonald、Carin C. C. Johansson Seechurn、Thomas J. Colacot、Mark Stradiotto

  DOI：10.1002/chem.201203640

  日期：2013.2.4

  (Mor‐DalPhos=di(1‐adamantyl)‐2‐morpholinophenylphosphine) catalyst system in Buchwald–Hartwig aminations employing ammonia was conducted to better understand the catalyst formation process and to guide the development of precatalysts for otherwise challenging room‐temperature ammonia monoarylations. The combination of [Pd(cinnamyl)Cl}2] and Mor‐DalPhos afforded [(κ2‐P,N‐Mor‐DalPhos)Pd(η1‐cinnamyl)Cl] (2)

  在使用氨的布赫瓦尔德-哈特维格胺胺化反应中，对[Pd（肉桂基）Cl} 2 ] / MOr-DalPhos（MOr-DalPhos =二（1-金刚烷基）-2-吗啉代苯基膦）催化剂体系进行了检查，以更好地理解该催化剂形成过程，并指导用于挑战室温氨单芳基化的预催化剂的开发。[的Pd（肉桂基）}氯的组合2 ]时，可以得到莫尔- DalPhos [（κ 2 - P，N -MOR-DalPhos）的Pd（η 1 -cinnamyl）CL]（2），其在存在碱和氯苯，生成[（κ 2 - P，ñ -MOR-DalPhos）的Pd（PH）CL]（1一）。从卤化物抽象1，得到[（κ 3 - P，N，O -MOR-DalPhos）的Pd（PH）]光学传递函数（5），带来的是由莫尔- DalPhos提供光的电位稳定的相互作用。的检查[（κ 2 - P，Ñ -MOR-DalPhos）的Pd（芳基）氯]（图1b -
• COMPOUNDS FOR CANCER CHEMOTHERAPEUTIC SENSITIZATION
  申请人：Regents of the University of Minnesota

  公开号：US20190240244A1

  公开（公告）日：2019-08-08

  The invention provides a compound of formula (I), (II) or (III): wherein R 1 , R 2 , R 3 , R 4 and R 5 have any of the values described in the specification, as well as compositions comprising a compound of formula (I), (II) or (III). The compounds and compositions are useful as chemotherapeutic sensitizing agents.

  本发明提供了一种公式(I)、(II)或(III)的化合物： 其中R1、R2、R3、R4和R5具有说明书中描述的任何值，以及包含公式(I)、(II)或(III)的化合物的组合物。这些化合物和组合物作为化学治疗增敏剂是有用的。
• Compounds for cancer chemotherapeutic sensitization
  申请人：Regents of the University of Minnesota

  公开号：US10617706B2

  公开（公告）日：2020-04-14

  The invention provides a compound of formula (I), (II) or (III): wherein R1, R2, R3, R4 and R5 have any of the values described in the specification, as well as compositions comprising a compound of formula (I), (II) or (III). The compounds and compositions are useful as chemotherapeutic sensitizing agents.

  本发明提供了一种式 (I)、(II) 或 (III) 的化合物： 其中 R1、R2、R3、R4 和 R5 具有说明书中描述的任一数值，以及包含式 (I)、(II) 或 (III) 化合物的组合物。这些化合物和组合物可用作化疗增敏剂。
• Chemoselective hydrogenation of nitrobenzyl ethers to aminobenzyl ethers catalyzed by palladium–nickel bimetallic nanoparticles
  作者：Wenwen Chen、Hailin Bao、Dingsheng Wang、Xinyan Wang、Yadong Li、Yuefei Hu

  DOI：10.1016/j.tet.2015.10.037

  日期：2015.12

  A highly efficient and chemoselective hydrogenation of nitrobenzyl ethers to aminobenzyl ethers was developed by using a novel palladium nickel bimetallic nanocatalyst. Since the catalytic selectivity was resulted from the synergistic effects between two metals rather than the traditional catalyst poisons, the hydrogenation proceeded smoothly under additive-free conditions. Thus, the work-up procedure was as simple as to recover the catalyst by a magnetic separation and then to evaporate the solvent. (C) 2015 Elsevier Ltd. All rights reserved.