2,2-Dimethoxy-2-(p-methoxyphenyl)-ethanol | 78812-68-7

• 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: 2,2-Dimethoxy-2-(p-methoxyphenyl)-ethanol
• 英文别名: 4'-methoxyacetophenone；2,2-Dimethoxy-2-(4-methoxyphenyl)ethanol
• CAS: 78812-68-7
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: RKKLDYMDBBQTSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-Dimethoxy-2-(p-methoxyphenyl)-ethanol 在 对甲苯磺酸 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 40.5h， 生成 3-(2-(4-methoxyphenyl)-2-oxoethyl)isobenzofuran-1(3H)-one
  参考文献：
  名称：

  2-羟基苯乙酮的直接好氧氧化反应

  摘要：

  开发了2-羟基苯乙酮的无金属和无外部氧化剂的好氧氧化反应。该反应是基于有氧形成少量的2-酮醛的平衡量。邻苯二甲酰，喹喔啉，α-酮酰胺和烯烃可以直接从醇类以中等到良好的产率形成。DIPEA =二异丙基乙胺。

  DOI：

  10.1002/ejoc.201700909
• 作为产物：
  描述：

  甲醇 、 对甲氧基苯乙酮 在 碘苯二乙酸 、 potassium hydroxide 作用下， 反应 3.0h， 生成 2,2-Dimethoxy-2-(p-methoxyphenyl)-ethanol
  参考文献：
  名称：

  远端官能团迁移，以可见光诱导未活化烯烃的碳二氟烷基化/单氟烷基化

  摘要：

  描述了基于远端官能团迁移的未活化烯烃难以实现的碳二氟烷基化/单氟烷基化的通用和实用方案。包括杂芳基，亚氨基，甲酰基和炔基的官能团组合展示了迁移能力。结合可见光光催化，在温和的反应条件下，可以容易地以合成有用的产率获得各种二氟和单氟烷基酮。

  DOI：

  10.1002/adsc.201701229

文献信息

• Palladium-catalyzed ring-opening [5+2] annulation of vinylethylene carbonates (VECs) and C5-substituted Meldrum's acids: rapid synthesis of 7-membered lactones
  作者：Fei Li、Xin Chen、Ben-Qing Huang、Hua-Dong Xu、Chi-Fan Zhu、Mei-Hua Shen

  DOI：10.1039/d3cc05819k

  日期：——

  A novel approach for the synthesis of unsaturated 7-membered lactones by Pd-catalyzed [5+2] dipolar cycloaddition of vinylethylene carbonates (VECs) and C5-substituted Meldrum's acid derivatives has been developed. Various Meldrum's acid derivatives worked well in this reaction under mild reaction conditions. A variety of 7-membered lactones can be accessed in a facile manner in moderate to good yields

  开发了一种通过 Pd 催化乙烯基碳酸亚乙酯 (VEC) 和 C5 取代的 Meldrum 酸衍生物的 [5+2] 偶极环加成合成不饱和 7 元内酯的新方法。在温和的反应条件下，各种Meldrum酸衍生物在此反应中表现良好。通过使用容易制备的Meldrum酸衍生物，可以以中等至良好的产率以简便的方式获得各种7元内酯。
• Highly enantioselective deracemization of 1-phenyl-1,2-ethanediol and its derivatives by stereoinversion using Candida albicans in a one-pot process
  作者：Tarcila Cazetta、Paulo J.S. Moran、J. Augusto R. Rodrigues

  DOI：10.1016/j.molcatb.2014.08.018

  日期：2014.11

  A very simple methodology was developed to transform racemic 1-(4-substitutedphenyl)-1,2-ethanediols using resting cells of Candida albicans CCT 0776 through a one-pot two-step process in which the (R)-stereoisomer was completely oxidized to the corresponding substituted-alpha-hydroxyacetophenones, which were completely reduced to produce (S)-1-(4-substitutedphenyl)-1,2-ethanediols in good isolated yield (60-85%) and with high enantiomeric excess (99% ee). The overall process corresponded to an enantioselective deracemization by stereoinversion of the (R)-enantiomer. The process was not achieved for other similar 1,2-diols using the same reaction conditions, which indicates a structural restriction of substrates by the active pocket of the enzymes of C. albicans involved in the stereoinversion process. (C) 2014 Elsevier B.V. All rights reserved.
• Investigation and Application of Amphoteric α-Amino Aldehyde: An in Situ Generated Species Based on Heyns Rearrangement
  作者：Guangxun Li、Ling Tang、Hongxin Liu、Yingwei Wang、Gang Zhao、Zhuo Tang

  DOI：10.1021/acs.orglett.6b02133

  日期：2016.9.16

  In situ generation of the reactive amphoteric a amino aldehyde with simple alpha-hydroxy ketones and phenyl amine-via Heyns rearrangement was proven to be feasible. Metal-free domino reactions based on this reactive intermediate were effectively used to afford important N-heterocycles including polysubstituted pyrroles, indoles, and quinoxalines conveniently. A simple starting material, water as the only byproduct, and diversity of the useful products will make this method greatly attractive for pharmaceutics.
• Conversion of Dimethyl Acetals of α-Hydroxyacetophenones and α-Hydroxypropiophenone to Monoazides and Tetrazoles Using Trimethylsilyl Azide
  作者：Robert M. Moriarty、KWANG-CHUNG Hou、R. S. Miller

  DOI：10.1055/s-1984-30933

  日期：——