2-hydroxyethyl 2,4,6-trimethybenzoate

• 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: 2-hydroxyethyl 2,4,6-trimethybenzoate
• 英文别名: 2-Hydroxyethyl 2,4,6-trimethylbenzoate
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: KKSDIMPZZGFTQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  sodium methylate 、 2-hydroxyethyl 2,4,6-trimethybenzoate 以 甲醇 为溶剂， 反应 12.0h， 以100%的产率得到2,4,6-三甲基苯甲酸甲酯
  参考文献：
  名称：

  A facile synthesis of (S)-felodipine

  摘要：

  A short and facile synthesis of (S)-felodipine was developed starting from (R)-glycidol as the source of the chiral auxiliary. 2-Hydroxyethyl esters were found to undergo selective transesterification reactions in the presence of other esters. This selective transesterification reaction was applied to the synthesis of (S)-felodipine through selective substitution of the 2-hydroxyethyl group possessing chiral ester with sodium methoxide. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.025
• 作为产物：
  描述：

  2,4,6-三甲基苯甲酸 、 乙二醇 在 aluminum oxide 、 甲烷磺酸 作用下， 反应 0.25h， 以90%的产率得到2-hydroxyethyl 2,4,6-trimethybenzoate
  参考文献：
  名称：

  Al2O3/MeSO3H (AMA) as a new reagent with high selective ability for monoesterification of diols

  摘要：

  A new facile method for moncesterification of diols has been developed. A variety of diols, in particular oligoethylene glycols, were selectively monoesterified in excellent yields by reaction with aromatic and aliphatic acids in the presence Of Al2O3/MeSO3H as a new reagent without use of any solvents. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00518-0

文献信息

• Al2O3/MeSO3H (AMA) as a new reagent with high selective ability for monoesterification of diols
  作者：Hashem Sharghi、Mona Hosseini Sarvari

  DOI：10.1016/s0040-4020(03)00518-0

  日期：2003.5

  A new facile method for moncesterification of diols has been developed. A variety of diols, in particular oligoethylene glycols, were selectively monoesterified in excellent yields by reaction with aromatic and aliphatic acids in the presence Of Al2O3/MeSO3H as a new reagent without use of any solvents. (C) 2003 Elsevier Science Ltd. All rights reserved.
• A facile synthesis of (S)-felodipine
  作者：Kuktae Kwon、Jung A. Shin、Hee-Yoon Lee

  DOI：10.1016/j.tet.2011.10.025

  日期：2011.12

  A short and facile synthesis of (S)-felodipine was developed starting from (R)-glycidol as the source of the chiral auxiliary. 2-Hydroxyethyl esters were found to undergo selective transesterification reactions in the presence of other esters. This selective transesterification reaction was applied to the synthesis of (S)-felodipine through selective substitution of the 2-hydroxyethyl group possessing chiral ester with sodium methoxide. (C) 2011 Elsevier Ltd. All rights reserved.