4-methoxy-2-methoxymethyloxybenzyl acetate | 1153673-78-9

• 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: 4-methoxy-2-methoxymethyloxybenzyl acetate
• 英文别名: [4-Methoxy-2-(methoxymethoxy)phenyl]methyl acetate
• CAS: 1153673-78-9
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: POIBVJCRCVOPDR-UHFFFAOYSA-N

物化性质

• 沸点：
  329.2±37.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3,5-三甲氧基苯 、 4-methoxy-2-methoxymethyloxybenzyl acetate 在 p-toluenesulfonic acid immobilized on silica 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以23%的产率得到5-methoxy-2,4-bis(2,4,6-trimethoxybenzyl)phenol
  参考文献：
  名称：

  Facile synthesis of diarylmethanes via quinone methides

  摘要：

  A novel acid-mediated generation of quinone methides followed by nucleophilic addition of electron-rich aromatic compounds to furnish diarylmethanes has been developed. A wide range of electron-rich aromatic compounds including some heterocycles can be employed for this reaction to provide the corresponding diarylmethanes in good yields and regioselectivities. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.10.087
• 作为产物：
  描述：

  4-甲氧基-2-(甲氧基甲氧基)苯甲醛 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 4-methoxy-2-methoxymethyloxybenzyl acetate
  参考文献：
  名称：

  Pt（IV）催化邻醌甲基化物的生成和[4 + 2]-环加成反应

  摘要：

  已经开发了新的分子间和分子内生成的邻醌甲基化物及其在温和条件下与PtCl 4和AuCl 3催化的烯烃的正式[4 + 2]-环加成反应。获得了良好的品色（高达99％）和非对映体选择性（高达> 99：1）的苯并二氢吡喃。发现PtCl 4是有效的并且与存在于底物中的各种官能团相容。提出并讨论了其催化循环的机理。

  DOI：

  10.1016/j.tet.2011.03.059

文献信息

• Generation of <i>ortho</i>-Quinone Methides by <i>p</i>-TsOH on Silica and Their Hetero-Diels−Alder Reactions with Styrenes
  作者：Paratchata Batsomboon、Wong Phakhodee、Somsak Ruchirawat、Poonsakdi Ploypradith

  DOI：10.1021/jo900504y

  日期：2009.5.15

  2-Arylchromans were readily prepared from the hetero-Diels−Alder reactions of styrenes with the ortho-quinone methides (o-QMs) which, in turn, were generated by treating the MOM-protected benzylacetate derivatives with p-TsOH immobilized on silica (PTS-Si) in toluene under mild conditions (0 °C to rt). The corresponding chromans were obtained in moderate to excellent yields (42−97%) and in moderate

  从苯乙烯与邻-醌甲基化物（o- QMs）的杂Diels-Alder反应可以很容易地制备2-芳基苯并二氢吡喃，这些反过来又是通过用固定在二氧化硅上的p -TsOH处理MOM保护的苄基乙酸酯衍生物而制得的（在温和条件下（0°C至rt）在甲苯中的PTS-Si）。以中等至极好的收率（42-97％）和中等至极好的非对映选择性（高达> 99：1）获得了相应的色度。
• Pt(IV)-catalyzed generation and [4+2]-cycloaddition reactions of o-quinone methides
  作者：Suttipol Radomkit、Pakornwit Sarnpitak、Jumreang Tummatorn、Paratchata Batsomboon、Somsak Ruchirawat、Poonsakdi Ploypradith

  DOI：10.1016/j.tet.2011.03.059

  日期：2011.5

  Novel intermolecular and intramolecular generations of ortho-quinone methides and their formal [4+2]-cycloaddition reactions with olefins catalyzed by PtCl4 and AuCl3 under mild conditions have been developed. Good to excellent yields (up to 99%) and diastereoselectivity (up to >99:1) of the chromans were obtained. PtCl4 was found to be effective and compatible with various functional groups present

  已经开发了新的分子间和分子内生成的邻醌甲基化物及其在温和条件下与PtCl 4和AuCl 3催化的烯烃的正式[4 + 2]-环加成反应。获得了良好的品色（高达99％）和非对映体选择性（高达> 99：1）的苯并二氢吡喃。发现PtCl 4是有效的并且与存在于底物中的各种官能团相容。提出并讨论了其催化循环的机理。
• Facile synthesis of diarylmethanes via quinone methides
  作者：Kassrin Tangdenpaisal、Wong Phakhodee、Somsak Ruchirawat、Poonsakdi Ploypradith

  DOI：10.1016/j.tet.2012.10.087

  日期：2013.1

  A novel acid-mediated generation of quinone methides followed by nucleophilic addition of electron-rich aromatic compounds to furnish diarylmethanes has been developed. A wide range of electron-rich aromatic compounds including some heterocycles can be employed for this reaction to provide the corresponding diarylmethanes in good yields and regioselectivities. (C) 2012 Elsevier Ltd. All rights reserved.