2-bromo-4-(3-hydroxy-4-methylpentyl)phenol | 360578-02-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-bromo-4-(3-hydroxy-4-methylpentyl)phenol
• CAS: 360578-02-5
• 化学式: C₁₂H₁₇BrO₂
• 分子量: 273.17
• InChiKey: CTMLSYOQPSHFSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-bromo-4-(3-hydroxy-4-methylpentyl)phenol 在 高氯酸 、 lithium perchlorate 作用下， 以25%的产率得到(2R,5S)-7-Bromo-2-isopropyl-1-oxa-spiro[4.5]deca-6,9-dien-8-one
  参考文献：
  名称：

  Synthesis of spirodienone derivatives and their conversion into dihydrobenzopyrans

  摘要：

  The spirodienones 5, 6, and 12-14 including optically active ones were synthesized by anodic oxidation of the corresponding phenol derivatives. Although the asymmetric centers included in the substrates had little effect on the diastereomeric selectivity of the cyclization, the asymmetric structure of the products led to a regioselective conversion into dihydrobenzopyrans 16, 17, and 21-26 under mild Lewis acid-promoted conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00479-3
• 作为产物：
  描述：

  2-bromo-4-(3-hydroxypropyl)phenol 在 碘代三甲硅烷 、 (COCl₂)2 、 碳酸氢钠 、 potassium carbonate 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.58h， 生成 2-bromo-4-(3-hydroxy-4-methylpentyl)phenol
  参考文献：
  名称：

  Synthesis of spirodienone derivatives and their conversion into dihydrobenzopyrans

  摘要：

  The spirodienones 5, 6, and 12-14 including optically active ones were synthesized by anodic oxidation of the corresponding phenol derivatives. Although the asymmetric centers included in the substrates had little effect on the diastereomeric selectivity of the cyclization, the asymmetric structure of the products led to a regioselective conversion into dihydrobenzopyrans 16, 17, and 21-26 under mild Lewis acid-promoted conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00479-3