4-methyl-2-(naphthalen-2-yl)pent-4-en-2-ol | 53684-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-methyl-2-(naphthalen-2-yl)pent-4-en-2-ol
• 英文别名: 2-Methyl-4-hydroxy-4-(2-naphthyl)-pent-1-en；4-Methyl-2-naphthalen-2-ylpent-4-en-2-ol；4-methyl-2-naphthalen-2-ylpent-4-en-2-ol
• CAS: 53684-16-5
• 化学式: C₁₆H₁₈O
• 分子量: 226.318
• InChiKey: KWXWMDWRJJTXFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  B-2-(2-methylallyl)-1,3,2-dioxaborinane 、 2-萘乙酮 在 2-甲基-2-丁醇 作用下， 以 neat (no solvent) 为溶剂， 以95%的产率得到4-methyl-2-(naphthalen-2-yl)pent-4-en-2-ol
  参考文献：
  名称：

  Solvent-Free Methallylboration of Ketones Accelerated by tert-Alcohols

  摘要：

  A solvent- and metal-free process has been developed for the direct methallylboration of ketones employing the stable B-methallylborinane 1, which was accelerated by tertiary alcohols. In the presence of 2.0 equiv of readily available tertiary alcohols such as tert-amyl alcohol, the methallylation products were prepared at room temperature in excellent yields. The salient features of the described process include simple operation, high efficiency, and mild reaction conditions.

  DOI：

  10.1021/jo4006574

文献信息

• Reaction of .pi.-allylnickel bromide complexes with ketones and aldehydes. Synthesis of .alpha.-methylene-.gamma.-butyrolactones
  作者：L. S. Hegedus、S. D. Wagner、E. L. Waterman、K. Siirala-Hansen

  DOI：10.1021/jo00893a012

  日期：1975.3
• Solvent-Free Methallylboration of Ketones Accelerated by <i>tert</i>-Alcohols
  作者：Yongda Zhang、Ning Li、Navneet Goyal、Guisheng Li、Heewon Lee、Bruce Z. Lu、Chris H. Senanayake

  DOI：10.1021/jo4006574

  日期：2013.6.7

  A solvent- and metal-free process has been developed for the direct methallylboration of ketones employing the stable B-methallylborinane 1, which was accelerated by tertiary alcohols. In the presence of 2.0 equiv of readily available tertiary alcohols such as tert-amyl alcohol, the methallylation products were prepared at room temperature in excellent yields. The salient features of the described process include simple operation, high efficiency, and mild reaction conditions.