2-(2-Cyclohexylethyl)-anisol | 63623-73-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-Cyclohexylethyl)-anisol
• 英文别名: 1-(2-Cyclohexylethyl)-2-methoxybenzene
• CAS: 63623-73-4
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: GAYKTXAUJZZLSA-UHFFFAOYSA-N

物化性质

• 沸点：
  134 °C(Press: 1.5 Torr)
• 密度：
  0.954±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2-Cyclohexylethyl)-anisol 在 吡啶盐酸盐 、 sodium hydride 作用下， 生成 N,N-Diethyl-2-<2-(2-cyclohexyl-ethyl)-phenoxy>-ethylamin
  参考文献：
  名称：

  Compounds with gastric antisecretory activity. 1. Phenoxyalkylamines

  摘要：

  A series of 0-alkylphenoxyalkylamines, derived from classical H1 antagonists, has been found to inhibit histamine-induced gastric acid secretion. The most potent compound was trans-1-[2[2-[2-(1-adamantyl)vinyl] phenoxy] ethyl]pyrrolidine (54). The 0-acylphenol 23 required for the preparation of 54 was obtained by the novel reaction of 1-bromoadamantane (21) with 4-hydroxycoumarin (20) using diethyl phosphonate as solvent. The product 22 was then hydrolyzed under basic conditions to give 23 in high yield. 54 was not an H2 antagonist and its mode of action remains unknown. The compound had no significant anticholinergic, antiinflammatory, anticonvulsant, sedative, or H1-antihistaminic activity.

  DOI：

  10.1021/jm00220a018
• 作为产物：
  描述：

  α-(1-Oxy-2-cyclohexylethyl)-anisol 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 生成 2-(2-Cyclohexylethyl)-anisol
  参考文献：
  名称：

  Compounds with gastric antisecretory activity. 1. Phenoxyalkylamines

  摘要：

  A series of 0-alkylphenoxyalkylamines, derived from classical H1 antagonists, has been found to inhibit histamine-induced gastric acid secretion. The most potent compound was trans-1-[2[2-[2-(1-adamantyl)vinyl] phenoxy] ethyl]pyrrolidine (54). The 0-acylphenol 23 required for the preparation of 54 was obtained by the novel reaction of 1-bromoadamantane (21) with 4-hydroxycoumarin (20) using diethyl phosphonate as solvent. The product 22 was then hydrolyzed under basic conditions to give 23 in high yield. 54 was not an H2 antagonist and its mode of action remains unknown. The compound had no significant anticholinergic, antiinflammatory, anticonvulsant, sedative, or H1-antihistaminic activity.

  DOI：

  10.1021/jm00220a018

文献信息

• 10.1039/d4sc01731e
  作者：Pillitteri, Serena、Walia, Rajat、Van der Eycken, Erik V.、Sharma, Upendra K.

  DOI：10.1039/d4sc01731e

  日期：——

  present an inexpensive, stable, and easily available boryl radical source (BPh4Na) employed in a Halogen Atom Transfer (XAT) methodology. This mild and convenient strategy unlocks the use of not only alkyl iodides as radical precursors but also of the more challenging alkyl and aryl bromides to generate C-centered radicals. The generated radicals were further engaged in the anti-Markovnikov hydroalkylation

  在这项研究中，我们提出了一种用于卤素原子转移（XAT）方法的廉价、稳定且易于获得的硼基自由基源（BPh 4 Na）。这种温和而方便的策略不仅可以使用烷基碘作为自由基前体，还可以使用更具挑战性的烷基和芳基溴来产生以碳为中心的自由基。产生的自由基进一步参与电子多样化苯乙烯的反马尔可夫尼科夫加氢烷基化，从而形成C(sp 3 )–C(sp 3 )和C(sp 3 )–C(sp 2 )键。一系列实验和计算研究揭示了 BPh 4 Na 在卤素提取步骤中的重要作用。
• CROSS P. E.; DICKINSON R. P.; KEMP J. E. G.; LEEMING P. R.; PULLMAN L. G., J. MED. CHEM. <JMCM-AR>, 1977, 20, NO 10, 1317-1323
  作者：CROSS P. E.、 DICKINSON R. P.、 KEMP J. E. G.、 LEEMING P. R.、 PULLMAN L. G.

  DOI：——

  日期：——
• Compounds with gastric antisecretory activity. 1. Phenoxyalkylamines
  作者：Peter E. Cross、Roger P. Dickinson、John E. G. Kemp、Peter R. Leeming、Laurence G. Pullman

  DOI：10.1021/jm00220a018

  日期：1977.10

  A series of 0-alkylphenoxyalkylamines, derived from classical H1 antagonists, has been found to inhibit histamine-induced gastric acid secretion. The most potent compound was trans-1-[2[2-[2-(1-adamantyl)vinyl] phenoxy] ethyl]pyrrolidine (54). The 0-acylphenol 23 required for the preparation of 54 was obtained by the novel reaction of 1-bromoadamantane (21) with 4-hydroxycoumarin (20) using diethyl phosphonate as solvent. The product 22 was then hydrolyzed under basic conditions to give 23 in high yield. 54 was not an H2 antagonist and its mode of action remains unknown. The compound had no significant anticholinergic, antiinflammatory, anticonvulsant, sedative, or H1-antihistaminic activity.