ethyl 3-(3-chloropropyl)-2-hydroxybenzoate | 846607-56-5

• 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: ethyl 3-(3-chloropropyl)-2-hydroxybenzoate
• 英文别名: Ethyl 3-(3-chloropropyl)-2-hydroxybenzoate
• CAS: 846607-56-5
• 化学式: C₁₂H₁₅ClO₃
• 分子量: 242.702
• InChiKey: UGGYAPJFVBZIEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 3-(3-chloropropyl)-2-hydroxybenzoate 在 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以64%的产率得到ethyl 3,4-dihydro-2H-chromene-8-carboxylate
  参考文献：
  名称：

  Synthesis of functionalized benzopyrans by sequential [3+3]-cyclization—Williamson reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes

  摘要：

  Functionalized benzopyrans were regioselectively prepared by [3+3]-cyclization of 1,3-bis(trimethylsilyloxy)-7-chloro-hepta-1,3-dienes with 3-silyloxy-2-eno-1-ones and Subsequent intramolecular Williamson reactions of the salicylates thus formed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.12.009
• 作为产物：
  描述：

  、 1,1,3,3-四甲氧基丙烷 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 18.5h， 以42%的产率得到ethyl 3-(3-chloropropyl)-2-hydroxybenzoate
  参考文献：
  名称：

  Synthesis of chromanes by sequential ‘[3+3]-cyclization/Williamson’ reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes

  摘要：

  Functionalized chromanes were prepared by sequential '[3+3]-cyclization/Williamson' reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes with 1,1,3,3-tetrametboxypropane, 3-silyloxyalk-2-en-1-ones, and 1,1-diacetylcyclopropane. The first step of the sequence involves [3+3] cyclizations of the starting materials to give 2-(3-chloropropyl)phenols. The subsequent cyclization proceeds by intramolecular nucleophilic substitution. 6-(2-Hydroxybenzoyl)chromanes were prepared based on sequential '[3+3]-cyclization/Williamson' reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes with 3-formylchromones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.076

文献信息

• Synthesis of chromanes by sequential ‘[3+3]-cyclization/Williamson’ reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes
  作者：Van Thi Hong Nguyen、Bettina Appel、Peter Langer

  DOI：10.1016/j.tet.2006.05.076

  日期：2006.8

  Functionalized chromanes were prepared by sequential '[3+3]-cyclization/Williamson' reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes with 1,1,3,3-tetrametboxypropane, 3-silyloxyalk-2-en-1-ones, and 1,1-diacetylcyclopropane. The first step of the sequence involves [3+3] cyclizations of the starting materials to give 2-(3-chloropropyl)phenols. The subsequent cyclization proceeds by intramolecular nucleophilic substitution. 6-(2-Hydroxybenzoyl)chromanes were prepared based on sequential '[3+3]-cyclization/Williamson' reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes with 3-formylchromones. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of functionalized benzopyrans by sequential [3+3]-cyclization—Williamson reactions of 1,3-bis(trimethylsilyloxy)-7-chlorohepta-1,3-dienes
  作者：Van Thi Hong Nguyen、Peter Langer

  DOI：10.1016/j.tetlet.2004.12.009

  日期：2005.1

  Functionalized benzopyrans were regioselectively prepared by [3+3]-cyclization of 1,3-bis(trimethylsilyloxy)-7-chloro-hepta-1,3-dienes with 3-silyloxy-2-eno-1-ones and Subsequent intramolecular Williamson reactions of the salicylates thus formed. (C) 2004 Elsevier Ltd. All rights reserved.