1-((4-(N,N-Dimethylamino)phenyl)methyl)-2-naphthol | 134627-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-((4-(N,N-Dimethylamino)phenyl)methyl)-2-naphthol
• 英文别名: 1-(4-(dimethylamino)benzyl)naphthalen-2-ol；1-{[4-(dimethylamino)phenyl]methyl}naphthalen-2-ol；1-(4-Dimethylamino-benzyl)-[2]naphthol；(4-Dimethylamino-phenyl)-(2-oxy-naphthyl-(1))-methan；1-[[4-(Dimethylamino)phenyl]methyl]naphthalen-2-ol
• CAS: 134627-69-3
• 化学式: C₁₉H₁₉NO
• 分子量: 277.366
• InChiKey: ZFLJSPZEAIOKAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-<(1H-Benzotriazol-1-yl)<4-(dimethylamino)phenyl>methyl>-2-naphthol 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以94%的产率得到1-((4-(N,N-Dimethylamino)phenyl)methyl)-2-naphthol
  参考文献：
  名称：

  Katritzky, Alan R.; Lan, Xiangfu; Lam, Jamshed N., Chemische Berichte, 1991, vol. 124, # 8, p. 1809 - 1817

  摘要：

  DOI：

文献信息

• Magnesium Sulfate Promoted Efficient and Green Synthesis of Aminoalkyl, Amidoalkyl and Diarylmethane Derivatives
  作者：S. Selva Ganesan、G. Asaithampi

  DOI：10.14233/ajchem.2014.17618

  日期：——

  Under solvent-free condition, magnesium sulfate promoted the synthesis of substituted aminoalkyl naphthols, amidoalkyl naphthols and diarylmethane derivatives in excellent yield. Robust dehydrating nature and mild Lewis acidity of magnesium sulfate was exploited to carry out all the transformations.

  在无溶剂条件下，硫酸镁促进了取代的氨基烷基萘酚、氨基烷基萘酚和二芳基甲烷衍生物的合成，且收率极高。硫酸镁强大的脱水特性和温和的路易斯酸性被用来进行所有的转化。
• An efficient organocatalyzed multicomponent synthesis of diarylmethanes via Mannich type Friedel–Crafts reaction
  作者：Atul Kumar、Mukesh Kumar、Maneesh Kumar Gupta

  DOI：10.1016/j.tetlet.2009.09.155

  日期：2009.12

  multicomponent synthesis of diarylmethane derivatives from tertiary aromatic amines, formaldehyde and 2-naphthols via Mannich type Friedel–Crafts reaction. Several organocatalysts such as (−)-chinchonidine, l-proline, l-thiaproline, and l-pipecolonic acid have been screened for the reaction but the best results were obtained with l-proline. In this Mannich type Friedel–Crafts alkylation, tertiary aromatic amines

  我们已经通过曼尼希型Friedel-Crafts反应从叔芳族胺，甲醛和2-萘酚开发了一种有效的有机催化多组分合成二芳基甲烷衍生物的方法。已经针对该反应筛选了几种有机催化剂，例如（-）-金可宁，1-脯氨酸，1-噻脯氨酸和1-哌咯烷酸，但是使用1-脯氨酸获得了最好的结果。在这种Mannich型Friedel-Crafts烷基化反应中，芳族叔胺与甲醛-脯氨酸加合物反应生成1-（4-（二甲基氨基）苄基）吡咯烷鎓-2-羧酸酯中间体，该中间体经过亲核加成反应可得到高收率的取代二芳基甲烷。
• DMSO–DCE Triggered Chemodivergent C-Methylenation of Electron-Rich Arenes: An Easy Access to Diarylmethanes
  作者：Pallaba Ganjan Dalai、Swayamprava Swain、Niranjan Panda

  DOI：10.1021/acs.joc.3c02612

  日期：2024.2.16

  diarylmethanes through a dearomatization/rearomatization process. Methyl(methylene)sulfonium ions (CH2=S+–Me) were generated by simple heating of commonly used solvents such as DMSO and DCE. These ions were subsequently trapped by electron-rich arenes and heteroarenes, resulting in the synthesis of both symmetrical and unsymmetrical diarylmethanes. This protocol was further extended to access N-methylenamides

  利用二甲亚砜 (DMSO) 与 1,2-二氯乙烷 (DCE) 的化学发散特性，通过脱芳构化/重芳构化过程掺入亚甲基，形成二芳基甲烷。甲基(亚甲基)锍离子(CH 2 =S + –Me)是通过简单加热常用溶剂如DMSO和DCE生成的。这些离子随后被富电子芳烃和杂芳烃捕获，从而合成对称和不对称的二芳基甲烷。该方案进一步扩展为通过在 DMSO 和 DCE 存在下使 2-萘酚与酰胺或腈反应来获得N-亚甲基酰胺。
• Benzotriazole as a synthetic auxiliary: advantageous syntheses of substituted diarylmethanes and heterocyclic analogs
  作者：Alan R. Katritzky、Xiangfu Lan、Jamshed N. Lam

  DOI：10.1021/jo00014a014

  日期：1991.7

  4-(Benzotriazol-1-ylmethyl)-N,N-dimethylaniline (1b) can be substituted at the CH2 link via lithiation. Both the parent and substituted derivatives react with a variety of electron-rich benzenoid and heteroaromatic compounds in a novel approach to leuco dyes. Other 4-(benzotriazol-1-ylmethyl)anilines react similarly.
• Treatment of rubber and product thereof
  申请人：WINGFOOT CORP

  公开号：US02375168A1

  公开（公告）日：1945-05-01