1-(2,3-dihydro-1H-inden-1-yl)pentan-1-ol | 1144522-15-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-(2,3-dihydro-1H-inden-1-yl)pentan-1-ol
• CAS: 1144522-15-5
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: BXBJPOJKXLAPCU-UHFFFAOYSA-N

物化性质

• 沸点：
  318.5±11.0 °C(predicted)
• 密度：
  1.015±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenethyl 4-methylbenzenesulfonate 、 正丁基氯化镁 在 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 以76%的产率得到1-(2,3-dihydro-1H-inden-1-yl)pentan-1-ol
  参考文献：
  名称：

  Construction of Cyclopentyl Carbinols from ω-Tosyloxy-1-alkenyl Boronate Esters and Grignard Reagents

  摘要：

  Addition of RMgCl (R = n-Bu, Ph) to pinacol esters of 6-tosyloxy-1-alkenyl boronic acids at -78 degrees C gave the borates, which upon warming to room temperature underwent migration of R on boron to C(l) carbon and concomitant ring construction C-C bond formation between C(2) and C(6), eventually producing cyclopentyl alkyl (or aryl) carbinols after oxidative workup of the borane intermediates with 35% H2O2. Eight examples are presented and the reaction was applied to construction of a cyclohexyl carbinol.

  DOI：

  10.3987/com-08-s(f)69

文献信息

• Construction of Cyclopentyl Carbinols from ω-Tosyloxy-1-alkenyl Boronate Esters and Grignard Reagents
  作者：Yuichi Kobayashi、Moriteru Asano、Yohei Kiyotsuka

  DOI：10.3987/com-08-s(f)69

  日期：——

  Addition of RMgCl (R = n-Bu, Ph) to pinacol esters of 6-tosyloxy-1-alkenyl boronic acids at -78 degrees C gave the borates, which upon warming to room temperature underwent migration of R on boron to C(l) carbon and concomitant ring construction C-C bond formation between C(2) and C(6), eventually producing cyclopentyl alkyl (or aryl) carbinols after oxidative workup of the borane intermediates with 35% H2O2. Eight examples are presented and the reaction was applied to construction of a cyclohexyl carbinol.