2-Diethoxymethyl-naphthalene | 33224-64-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Diethoxymethyl-naphthalene
• 英文别名: 2-Diethoxymethylnaphthalene；2-(diethoxymethyl)naphthalene
• CAS: 33224-64-5
• 化学式: C₁₅H₁₈O₂
• 分子量: 230.307
• InChiKey: BEBGEFYNZDEWLP-UHFFFAOYSA-N

物化性质

• 沸点：
  315.3±22.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-二甲基磺酰胺 、 2-Diethoxymethyl-naphthalene 反应 1.0h， 以60%的产率得到N-dimethylsulfamoyl-2-naphthylmethylideneamine
  参考文献：
  名称：

  炔烃和亚胺的对映选择性镍催化还原偶联

  摘要：

  已经开发了使用富电子膦配体将炔烃和亚胺与作为还原剂的 Et(2)Zn 进行镍催化还原偶联，以提供高产率和优异化学选择性的各种烯丙胺。当使用含有手性螺环膦配体的镍催化剂时，在该还原偶联反应中也实现了手性诱导。

  DOI：

  10.1021/ja104505t
• 作为产物：
  描述：

  2-萘甲醛 、 原甲酸三乙酯 在 zinc(II) chloride 作用下， 生成 2-Diethoxymethyl-naphthalene
  参考文献：
  名称：

  Design, synthesis and evaluation of novel P450 fluorescent probes bearing α-cyanoether

  摘要：

  Four chi-cyano-containing ethers based on 2-alkoxy-2-naphtyhlacetonitriles have been designed as a novel Structural class of cytochrome P450 fluorescent probes. Their syntheses, fluorescence properties and evaluation in the fluorogenic assay of cytochrome P450 monooxygenase are reported. After P450 enzymatic O-dealkylation, the cyanohydrin metabolite of the four new substrates rearranges to a fluorescent aromatic aldehyde with a larger Stokes shift. and tile new substrates exhibit higher specific activities than that of the commercial substrate 7-ethoxyresorufin (ER). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00953-5

文献信息

• Reactions of 1,2-Bis(trimethylsilyloxy)cycloalkenes with the Diethyl Acetals of Aldehydes
  作者：Fuye Gao、D. Jean Burnell

  DOI：10.1021/jo051683+

  日期：2006.1.1

  Lewis acid-mediated reactions of 1,2-bis(trimethylsilyloxy)cyclobutene with acetals derived from a variety of aldehydes, followed by treatment with Amberlyst 15 resin in TFA, yielded 1,3-cyclopentanedione products, but reactions with 3,3-dimethyl-1,2-bis(trimethylsilyloxy)cyclobutene led to 1,2-cyclopentanediones. Reactions of 1,2-bis(trimethylsilyloxy)cyclopentene gave intermediates that did not undergo

  路易斯酸介导的1,2-双（三甲基甲硅烷氧基）环丁烯与衍生自多种醛的缩醛的反应，然后在TFA中用Amberlyst 15树脂处理，得到1,3-环戊二酮产品，但与3,3-二甲基反应-1,2-双（三甲基甲硅烷氧基）环丁烯生成1,2-环戊二酮。1,2-双（三甲基甲硅烷氧基）环戊烯的反应生成的中间体在TFA中与Amberlyst 15树脂没有发生骨架重排。
• Nickel(0)-Catalyzed Hydroalkenylation of Imines with Styrene and Its Derivatives
  作者：Li-Jun Xiao、Chao-Yue Zhao、Lei Cheng、Bo-Ya Feng、Wei-Min Feng、Jian-Hua Xie、Xiu-Fang Xu、Qi-Lin Zhou

  DOI：10.1002/anie.201713333

  日期：2018.3.19

  A nickel(0)‐catalyzed hydroalkenylation of imines with styrene and its derivatives is described. A wide range of aromatic and aliphatic imines directly coupled with styrene and its derivatives, thus providing various synthetically useful allylic amines with up to 95 % yield. The reaction offers a new atom‐ and step‐economical approach to allylic amines by using alkenes instead of alkenyl‐metallic reagents

  本文介绍了镍（0）催化亚胺与苯乙烯及其衍生物的加氢烯基化反应。各种芳族和脂族亚胺直接与苯乙烯及其衍生物偶联，因此可提供高达95％的收率的各种合成有用的烯丙基胺。通过使用烯烃代替烯基金属试剂，该反应为烯丙基胺提供了一种新的原子经济和分步经济的方法。实验和DFT计算表明，TsNH 2促进了质子从配位烯烃向亚胺的转移，同时形成了新的CC键。
• Iron-Mediated Carboarylation/Cyclization of Propargylanilines with Acetals: A Concise Route to Indeno[2,1-<i>c</i>]quinolines
  作者：Qin Yang、Tongyu Xu、Zhengkun Yu

  DOI：10.1021/ol503039j

  日期：2014.12.19

  FeCl3- and FeBr3-mediated tandem carboarylation/cyclization of propargylanilines with diethyl benzaldehyde acetals furnished the tetracyclic core of indeno[2,1-c]quinolines. 5-Tosyl-6,7-dihydro-5H-indeno[2,1-c]quinoline and 7H-indeno[2,1-c]quinoline derivatives were obtained in good to excellent yields, respectively, by tuning the FeX3 loadings and/or reaction temperatures.
• Substituent‐Dependent, Iron‐Mediated Tandem Cyclization of Diynes with Benzaldehyde Acetals to Form Highly Functionalized Indene Derivatives
  作者：Tongyu Xu、Qin Yang、Wenjing Ye、Quanbin Jiang、Zhaoqing Xu、Jiping Chen、Zhengkun Yu

  DOI：10.1002/chem.201101667

  日期：2011.9.12
• Photocatalytic hydrogenation of acetophenone derivatives and diaryl ketones on polycrystalline titanium dioxide
  作者：Shigeru Kohtani、Eito Yoshioka、Kenji Saito、Akihiko Kudo、Hideto Miyabe

  DOI：10.1016/j.catcom.2010.04.022

  日期：2010.7

  In the absence of molecular oxygen, various aromatic ketones such as acetophenone derivatives and diaryl ketones were photocatalytically hydrogenated on polycrystalline titanium dioxide (Degussa P25) under UV light irradiation (>340 nm). The desired secondary alcohols were obtained with excellent chemical efficiency (almost 100% yields for 10 examples) by choosing ethanol as a sacrificial hole scavenger, which was oxidized into acetaldehyde. (C) 2010 Elsevier B.V. All rights reserved.