4-chlorophenyl-1-naphthylmethanol | 147022-22-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-chlorophenyl-1-naphthylmethanol
• 英文别名: (4-Chlorophenyl)(1-naphthyl)methanol；(4-chlorophenyl)-naphthalen-1-ylmethanol
• CAS: 147022-22-8
• 化学式: C₁₇H₁₃ClO
• 分子量: 268.743
• InChiKey: RLMXIAWKRBIMQA-UHFFFAOYSA-N

物化性质

• 沸点：
  447.2±30.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-chlorophenyl-1-naphthylmethanol 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 为溶剂， 生成 1-[(4-氯苯基)甲基]萘
  参考文献：
  名称：

  757.芳核的烷基化。第十四部分。萘

  摘要：

  DOI：

  10.1039/jr9650004101
• 作为产物：
  描述：

  (4-chlorophenyl)(naphthalen-1-yl)methanone 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以78%的产率得到4-chlorophenyl-1-naphthylmethanol
  参考文献：
  名称：

  Research on antibacterial and antifungal agents. 16. Synthesis and antifungal activities of 1-[α-(1-naphthyl)benzyl]imidazole derivatives and related 2-naphthyl isomers

  摘要：

  Some 1-arylmethylimidazoles bearing a naphthyl group at the a position of benzyl moiety have been synthesized and tested as antifungal agents against Candida albicans and Candida spp. Such derivatives resemble bifonazole and naftifine, two important antimycotic agents of clinical use. Various compounds were found highly active when tested against Candida strains in comparison with bifonazole, miconazole, clotrimazole and ketoconazole.

  DOI：

  10.1016/0223-5234(92)90089-j

文献信息

• C₆₀-Catalyzed Preparation of Aryl and Heteroaryl Magnesium and Zinc Reagents Using Mg/LiCl
  作者：Zhi-Liang Shen、Paul Knochel

  DOI：10.1021/acscatal.5b00273

  日期：2015.4.3

  allowing the preparation of the corresponding Grignard reagents in good yields. Furthermore, the use of a cocktail of metallic salts (Mg, ZnCl2, LiCl) in the presence of C60 fullerene (3 mol %) allows preparation of some functionalized polyaromatic zinc reagents. The resulting organomagnesium and organozinc reagents efficiently underwent reactions with electrophiles, such as an aldehyde, an acid chloride

  加入催化量的C 60富勒烯（3摩尔％）可催化镁插入多环芳族卤化物中，从而可以高收率制备相应的格氏试剂。此外，在C 60富勒烯（3mol％）存在下使用金属盐（Mg，ZnCl 2，LiCl）的混合物可以制备一些官能化的多芳族锌试剂。所得的有机镁和有机锌试剂有效地与亲电子试剂如醛，酰氯，烯丙基溴或芳基碘反应。
• Decarboxylative dearomatization and mono-α-arylation of ketones
  作者：Shehani N. Mendis、Jon A. Tunge

  DOI：10.1039/c6cc03672d

  日期：——

  We report the first example of a palladium-catalyzed decarboxylative dearomatization reaction that occurs via Pd-[small pi]-benzyl intermediates. In fact, the Pd-catalyzed decarboxylative cross-coupling reaction of benzyl enol carbonates can lead to...

  我们报道了通过Pd- [小π-苄基中间体]发生的钯催化的脱羧脱芳香化反应的第一个例子。实际上，碳酸苄基烯醇酯的钯催化脱羧交叉偶联反应可导致...
• Palladium-catalyzed C–H dimethylamination of 1-chloromethyl naphthalenes with <i>N</i>,<i>N</i>-dimethylformamide as the dimethyl amino source
  作者：Sheng Zhang、Ziyang Wang、Ya Gao、Masahiko Yamaguchi、Ming Bao

  DOI：10.1039/d3ob00600j

  日期：——

  Remote C–H dimethylamination of 1-chloromethylnaphthalenes with DMF.

  用 DMF 对 1-氯甲基萘进行远程 C-H 二甲基化。
• Nickel-catalyzed 1,2-addition of arylboroxines to aromatic aldehydes
  作者：Takafumi Arao、Kazuhiro Kondo、Toyohiko Aoyama

  DOI：10.1016/j.tetlet.2007.04.025

  日期：2007.6

  Development of Ni-Et-Duphos-catalyzed 1,2-addition of arylboroxines to aromatic aldehydes is described. The dramatic effect of boron reagent and phosphine ligand is observed. This method with a phosphine ligand allows asymmetric arylation of aromatic aldehydes (up to 78% ee). (c) 2007 Elsevier Ltd. All rights reserved.
• Use of cheaper metal than Rh, CHCl3-free Pd catalyst, in 1,2-addition of aromatic aldehydes with arylboronic acids
  作者：Kiyoto Suzuki、Takafumi Arao、Satoru Ishii、Yuka Maeda、Kazuhiro Kondo、Toyohiko Aoyama

  DOI：10.1016/j.tetlet.2006.05.184

  日期：2006.8

  Pd(OAC)(2)-(+/-)-tol-BINAP-catalyzed arylation reaction of aromatic aldehydes with arylboronic acids in the absence of CHCl3 is described. (c) 2006 Published by Elsevier Ltd.