benzyl 3-(3,4-dimethoxyphenyl)propanoate

• 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: benzyl 3-(3,4-dimethoxyphenyl)propanoate
• 化学式: C₁₈H₂₀O₄
• 分子量: 300.354
• InChiKey: NDTOOKUCEKSNNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  benzyl (E)-3,4-dimethoxycinnamate 在 氢气 作用下， 以 苯 为溶剂， 以46%的产率得到benzyl 3-(3,4-dimethoxyphenyl)propanoate
  参考文献：
  名称：

  Selective Alkene Hydrogenation with Atomic Hydrogen Permeating Through a Pd Sheet Electrode

  摘要：

  Chemoselective hydrogenation of olefinic double bonds without concomitant hydrogenolysis of allylic and benzylic C-O linkages was performed successfully by the aid of active hydrogen permeated through a Pd sheet electrode.

  DOI：

  10.1080/00397910008087273

文献信息

• Batch and Continuous-Flow One-Pot Processes using Amine Diazotization to Produce Silylated Diazo Reagents
  作者：Clément Audubert、Oscar Javier Gamboa Marin、Hélène Lebel

  DOI：10.1002/anie.201612235

  日期：2017.5.22

  A novel synthesis of trimethylsilyldiazomethane (TMSCHN2 ) by diazotization of trimethylsilylmethylamine (TMSCH2 NH2 ) is reported using batch and continuous flow synthesis. The latter affords a daily production of 275 g (2.4 mol) of TMSCHN2 . Other silylated methylamines were also successfully reacted under the developed reaction conditions to furnish various silicon-bearing diazomethane reagents

  报道了使用间歇和连续流合成通过三甲基甲硅烷基甲胺（TMSCH 2 NH 2）的重氮化而新颖地合成三甲基甲硅烷基重氮甲烷（TMSCHN 2）。后者每天可生产275克（2.4摩尔）TMSCHN 2。在开发的反应条件下，其他甲硅烷基化的甲胺也成功地进行了反应，以提供各种含硅的重氮甲烷试剂。通过公开间歇和连续流一锅酯化和1，3-偶极环加成方法，突出了该方法的适用性。此外，公开了在连续流动中羧酸与甲硅烷基化和取代的甲胺的高产率酯化。最后，报道了用于制备TMSCHN 2的2-MeTHF溶液的后处理和纯化程序，该溶液可用于铑催化的亚甲基化和同源化反应。
• Hydrogenolysis-free Hydrogenation by Pd Black Powder Catalyst
  作者：Shojiro Maki、Makiko Okawa、Ryo Matsui、Takashi Hirano、Haruki Niwa

  DOI：10.1055/s-2001-17485

  日期：——

  A new general method of hydrogenolysis-free hydrogenation using a commercially available Pd black powder catalyst has developed.

  一种新的通用氢化方法已经开发，采用商业化可得的Pd黑粉催化剂，无需氢解。
• Selective Alkene Hydrogenation with Atomic Hydrogen Permeating Through a Pd Sheet Electrode
  作者：Shojiro Maki、Yasuhiro Harada、Takashi Hirano、Haruki Niwa、Yasuki Yoshida、Setsuro Ogata、Shuji Nakamatsu、Hiroshi Inoue、Chiaki Iwakura

  DOI：10.1080/00397910008087273

  日期：2000.10

  Chemoselective hydrogenation of olefinic double bonds without concomitant hydrogenolysis of allylic and benzylic C-O linkages was performed successfully by the aid of active hydrogen permeated through a Pd sheet electrode.
• Effect of solvent and hydrogen during selective hydrogenation
  作者：Shojiro Maki、Yasuhiro Harada、Ryo Matsui、Makiko Okawa、Takashi Hirano、Haruki Niwa、Megumi Koizumi、Yoshinori Nishiki、Tsuneto Furuta、Hiroshi Inoue、Chiaki Iwakura

  DOI：10.1016/s0040-4039(01)01787-7

  日期：2001.11

  Described is the solvent effect for the chemoselective hydrogenation of alkenes having a benzyloxy group (Bn-O-) using a hydrogenation system employing atomic hydrogen permeating through a Pd sheet electrode. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Pd black deposited on polypropylene sheet as a highly selective catalyst for hydrogenation of alkenes
  作者：Shojiro Maki、Makiko Okawa、Toshimichi Makii、Takashi Hirano、Haruki Niwa

  DOI：10.1016/s0040-4039(03)00551-3

  日期：2003.4

  A catalyst deposited on a polypropylene sheet having an activity of almost the same level as commercially available Pd black and capable of promoting hydrogenolysis-free hydrogenation was developed. (C) 2003 Elsevier Science Ltd. All rights reserved.