3-甲氧基苯甲酸丁酯 | 77201-18-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-甲氧基苯甲酸丁酯
• 英文名称: butyl 3-methoxybenzoate
• 英文别名: Benzoic acid, 3-methoxy-, butyl ester
• CAS: 77201-18-4
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: BQGRZDUSDFGMHU-UHFFFAOYSA-N

物化性质

• 沸点：
  292.5±13.0 °C(Predicted)
• 密度：
  1.036±0.06 g/cm3(Predicted)
• 保留指数：
  1632

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲氧基苯甲酸 在 4-二甲氨基吡啶 、 caesium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 24.0h， 生成 3-甲氧基苯甲酸丁酯
  参考文献：
  名称：

  A Straightforward Conversion of Activated Amides and Haloalkanes into Esters under Transition-Metal-Free Cs2CO3/DMAP Conditions

  摘要：

  已开发出在无过渡金属条件下进行的活化酰胺酯化反应，具有良好的官能团容忍性，导致C-N键裂解，从而高效合成各种酯类产物，收率在中等到良好之间。这项工作表明，酯化反应可以通过使用简单的N-酰基糖胺、卤代烷烃和Cs2CO3作为氧源来进行。

  DOI：

  10.1055/s-0039-1690178

文献信息

• General and Selective Palladium-Catalyzed Oxidative Esterification of Alcohols
  作者：Saravanan Gowrisankar、Helfried Neumann、Matthias Beller

  DOI：10.1002/anie.201008035

  日期：2011.5.23

  Selectively esterified: Primary alcohols react with dioxygen as a benign oxidant in a palladium‐catalyzed oxidative esterification (see scheme). The corresponding aldehydes and esters are formed highly selectively depending on the catalyst system. The reactions take place in the presence of commercially available ligands without the need for additional organic hydrogen acceptors.

  选择性酯化：在钯催化的氧化酯化反应中，伯醇与作为良性氧化剂的双氧反应（请参阅方案）。取决于催化剂体系，高度选择性地形成相应的醛和酯。该反应在可商购的配体存在下进行，而无需另外的有机氢受体。
• Generally applicable and efficient esterification of aldehydes with alcohols catalyzed by cyclopalladated ferrocenylimine
  作者：Gaizhi Ma、Yuting Leng、Huijie Qiao、Fan Yang、Shiwei Wang、Yangjie Wu

  DOI：10.1002/aoc.3069

  日期：2014.1

  The palladacycle‐catalyzed esterification of a variety of aldehydes with alcohols was developed. This reaction allows formation of esters in moderate to excellent yields not only for various aldehydes but also alcohols. In addition, the esterification could proceed well under mild conditions with a low catalyst loading of 0.0625 mol%. Copyright © 2013 John Wiley & Sons, Ltd.

  开发了由palladacycle催化的各种醛与醇的酯化反应。该反应使得不仅对于各种醛而且对于醇，都以中等至优异的产率形成酯。另外，在0.0625mol％的低催化剂负载下，酯化可以在温和的条件下很好地进行。版权所有©2013 John Wiley＆Sons，Ltd.
• Efficient Carbonylation of Aryl and Heteroaryl Bromides using a Palladium/Diadamantylbutylphosphine Catalyst
  作者：Helfried Neumann、Anne Brennführer、Peter Groß、Thomas Riermeier、Juan Almena、Matthias Beller

  DOI：10.1002/adsc.200606044

  日期：2006.7

  A general palladium-catalyzed alkoxycarbonylation of aryl and heteroaryl bromides has been developed in the presence of bulky monodentate phosphines. Studies of the butoxycarbonylation of three model substrates revealed the advantages of di-1-adamantyl-n-butylphosphine compared to other ligands. In the presence of this catalyst system various bromoarenes provided the corresponding benzoic acid derivatives

  在庞大的单齿膦存在下，已开发出一般的钯催化的芳基和杂芳基溴化物的烷氧基羰基化反应。三种模型底物的丁氧基羰基化研究表明，与其他配体相比，二-1-金刚烷基-正丁基膦具有优势。在该催化剂体系的存在下，各种溴代芳烃以低产率（0.5mol％Pd或更低）以优异的产率提供了相应的苯甲酸衍生物（酯，酰胺，酸）。
• New cyclopentadienyl, indenyl or fluorenyl substituted phosphine compounds and their use in catalytic reactions
  申请人：Evonik Degussa GmbH

  公开号：EP1894938A1

  公开（公告）日：2008-03-05

  The invention is directed to a phosphine compound represented by general formula (1) wherein R' and R" independently are selected from alkyl, cycloalkyl and 2-furyl radicals, or R' and R" are joined together to form with the phosphorous atom a carbon-phosphorous monocycle comprising at least 3 carbon atoms or a carbon-phosphorous bicycle; the alkyl radicals, cycloalkyl radicals, and carbon-phosphorous monocycle being unsubstituted or substituted by at least one radical selected from the group of alkyl, cycloalkyl, aryl, alkoxy, and aryloxy radicals; Cps is a partially substituted or completely substituted cyclopentadien-1-yl group, including substitutions resulting in a fused ring system, and wherein a substitution at the 1-position of the cyclopentadien-1-yl group is mandatory when the cyclopentadien-1-yl group is not part of a fused ring system or is part of an indenyl group. Also claimed is the use of these phosphines as ligands in catalytic reactions and the preparation of these phosphines.

  该发明涉及一种由通式（1）表示的膦化合物 其中 R'和R"独立地选自烷基、环烷基和2-呋喃基，或者R'和R"结合在一起与磷原子形成至少含有3个碳原子的碳-磷单环或碳-磷双环；所述烷基基团、环烷基基团和碳-磷单环未取代或取代，所述取代包括来自烷基、环烷基、芳基、烷氧基和芳氧基基团中至少一个基团的选择； Cps是部分取代或完全取代的环戊二烯-1-基团，包括导致融合环系统的取代，当环戊二烯-1-基团不是融合环系统的一部分或是茚基团的一部分时，环戊二烯-1-基团的1-位取代是强制的。还声明了这些膦化合物作为催化反应中的配体以及这些膦化合物的制备的用途。
• Fe-Catalyzed Aerobic Oxidative C–CN Bond Cleavage of Arylacetonitriles Leading to Various Esters
  作者：Weiguang Kong、Bingnan Li、Xuezhao Xu、Qiuling Song

  DOI：10.1021/acs.joc.6b01594

  日期：2016.9.16

  Fe-catalyzed aerobic oxidative esterifications of arylacetonitriles with alcohols, tri alkoxsilanes, silicate esters, or borate esters have been developed. The acyl groups which were in situ generated via chemoselective C(CO)-CN bond cleavage were directly used as electrophiles, leading to corresponding aryl esters in good to excellent yields under molecular oxygen when attacked by alcohols or alcohol

  已经开发出铁催化的芳基乙腈与醇，三烷氧基硅烷，硅酸酯或硼酸酯的需氧氧化酯化反应。通过化学选择性的C（CO）-CN键裂解原位产生的酰基直接用作亲电子试剂，当被醇或醇代用品攻击时，在分子氧下产生相应的芳基酯，收率良好至优异，从而得到相应的芳基酯。在该协议中，双氧既充当氧化剂又充当反应物。该反应具有非常宽的底物范围。廉价的原料以及对环境无害且廉价的铁催化剂和理想的氧化剂O 2具有这一转化特性，使其成为一种实用且可持续的提供酯的方法。