1-(3-benzyloxy-1-propynyl)-2-methylcyclohexanol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-benzyloxy-1-propynyl)-2-methylcyclohexanol
• 英文别名: 2-Methyl-1-(3-phenylmethoxyprop-1-ynyl)cyclohexan-1-ol
• 化学式: C₁₇H₂₂O₂
• 分子量: 258.36
• InChiKey: WDMPCVWZDPOZND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苄基丙炔基醚 、 2-甲基环己酮 在 苄基三甲基氢氧化铵 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以81%的产率得到1-(3-benzyloxy-1-propynyl)-2-methylcyclohexanol
  参考文献：
  名称：

  Catalytic Alkynylation of Ketones and Aldehydes Using Quaternary Ammonium Hydroxide Base

  摘要：

  Catalytic alkynylation of diverse ketones and aldehydes using nonmetallic benzyltrimethylammonium hydroxide or a basic resin of the hydroxide type in DMSO is described. Aliphatic or alicyclic carbonyl partners gave satisfactory results, whereas aromatic ones afforded products with low yields. When aromatic aldehydes were reacted with phenylacetylene, enones such as chalcone derivatives were obtained in place of ynols. These organobase-catalyzed systems provide a practical nonmetallic protocol for C-C bond formation.

  DOI：

  10.1021/jo026592g

文献信息

• Catalytic Alkynylation of Ketones and Aldehydes Using Quaternary Ammonium Hydroxide Base
  作者：Teruhiko Ishikawa、Tomohiro Mizuta、Kumiko Hagiwara、Toshiaki Aikawa、Takayuki Kudo、Seiki Saito

  DOI：10.1021/jo026592g

  日期：2003.5.1

  Catalytic alkynylation of diverse ketones and aldehydes using nonmetallic benzyltrimethylammonium hydroxide or a basic resin of the hydroxide type in DMSO is described. Aliphatic or alicyclic carbonyl partners gave satisfactory results, whereas aromatic ones afforded products with low yields. When aromatic aldehydes were reacted with phenylacetylene, enones such as chalcone derivatives were obtained in place of ynols. These organobase-catalyzed systems provide a practical nonmetallic protocol for C-C bond formation.