phenyl 3-(4-methoxyphenyl)propanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: phenyl 3-(4-methoxyphenyl)propanoate
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: JWGMSKXNZLHICL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 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：

  phenyl 4'-methoxycinnamate 在 ammonium formate 、 silica gel 、 palladium dichloride 作用下， 以 甲酸 、 水 为溶剂， 反应 0.13h， 以91%的产率得到phenyl 3-(4-methoxyphenyl)propanoate
  参考文献：
  名称：

  聚焦微波辐射固相支持的绿色合成取代的肉桂酸酯†

  摘要：

  开发了一种有效的取代肉桂酸酯的化学选择性氢化方案，用于以定量产率合成相应的生物活性二氢肉桂酸酯，其中在固相负载下，在HCOOH / H 2 O 1：2中加氢氯化钯/甲酸铵（cat。）作为氢化剂。 -微波照射10分钟。

  DOI：

  10.1002/hlca.200690049

文献信息

• Palladium-Catalyzed Highly Regio- and Enantioselective Hydroesterification of Aryl Olefins with Phenyl Formate
  作者：Jingfu Li、Wenju Chang、Wenlong Ren、Jie Dai、Yian Shi

  DOI：10.1021/acs.orglett.6b02467

  日期：2016.11.4

  An effective Pd-catalyzed regio- and enantioselective hydroesterification of aryl olefins with phenyl formate is described. A variety of phenyl 2-arylpropanoates can be obtained in good yields with high b/l ratios and ee’s without using toxic CO gas.

  描述了芳基烯烃与甲酸苯基酯的有效的Pd催化的区域和对映选择性加氢酯化。无需使用有毒的CO气体，就可以以高的b / l比和ee以高收率获得各种2-芳基丙酸苯基酯。
• Pd-Catalyzed Regiodivergent Hydroesterification of Aryl Olefins with Phenyl Formate
  作者：Wenlong Ren、Wenju Chang、Yang Wang、Jingfu Li、Yian Shi

  DOI：10.1021/acs.orglett.5b01630

  日期：2015.7.17

  An effective Pd-catalyzed regiodivergent hydroesterification of aryl olefins with phenyl formate is described. Either linear or branched phenyl arylpropanoates can be obtained in good yields with high regioselectivities by the judicious choice of ligand without the use of toxic CO gas.

  描述了一种有效的钯催化的芳基烯烃与甲酸苯酯的Pd催化的区域发散性加氢酯化反应。通过明智地选择配体而无需使用有毒的CO气体，可以以高收率和高区域选择性获得直链或支链的苯基芳基丙酸酯。
• Imidazole Derivatives as Accelerators for Ruthenium-Catalyzed Hydroesterification and Hydrocarbamoylation of Alkenes: Extensive Ligand Screening and Mechanistic Study
  作者：Hideyuki Konishi、Takashi Muto、Tsuyoshi Ueda、Yayoi Yamada、Miyuki Yamaguchi、Kei Manabe

  DOI：10.1002/cctc.201402986

  日期：2015.3

  Imidazole derivatives are effective ligands for promoting the [Ru3(CO)12]‐catalyzed hydroesterification of alkenes using formates. Extensive ligand screening was performed to identify 2‐hydroxymethylated imidazole as the optimal ligand. Neither carbon monoxide gas nor a directing group was required, and the reaction also showed a wide substrate generality. The Ru–imidazole catalyst system also promoted

  咪唑衍生物是使用甲酸酯促进[Ru 3（CO）12 ]催化的烯烃加氢酯化反应的有效配体。进行了广泛的配体筛选，以确定2-羟甲基化的咪唑为最佳配体。既不需要一氧化碳气体也不需要引导基团，并且该反应还显示出广泛的底物通用性。Ru-咪唑催化剂体系还促进了分子内的氨基甲酰化作用，以提供内酰胺。通过X射线晶体学分析明确地分析了Ru-咪唑配合物，它具有源自[[Ru 3（CO）12 ]和两个配体的三核结构。该配合物也已成功用于加氢酯化。通过使用D详细检查了该机制－和13 C标记的甲酸酯，表明加氢酯化反应是通过脱羰基－再羰基化途径进行的。
• Remarkable Improvement Achieved by Imidazole Derivatives in Ruthenium-Catalyzed Hydroesterification of Alkenes Using Formates
  作者：Hideyuki Konishi、Tsuyoshi Ueda、Takashi Muto、Kei Manabe

  DOI：10.1021/ol301850y

  日期：2012.9.21

  Imidazole derivatives are revealed to be effective ligands in the Ru-catalyzed hydroesterification of alkenes using formates, affording one-carbon-elongated esters in high yields. Further, intramolecular hydroesterification was successfully performed to give lactones for the first time. Imidazole derivatives can contribute to promote the reaction as well as to suppress the undesired decarbonylation of formate. Toxic CO gas, a directing group, and large excess alkenes are not required.
• Mild Method for the Selective Esterification of Carboxylic Acids Based on the Garegg−Samuelsson Reaction
  作者：Sara P. Morcillo、Luis Álvarez de Cienfuegos、Antonio J. Mota、José Justicia、Rafael Robles

  DOI：10.1021/jo102395c

  日期：2011.4.1

  A mild method for the selective esterification of primary alcohols is described. The use of different phosphines, I-2, and imidazole allows the selective esterification: of a wide variety of acids with excellent results. The generation of a bulky phosphonitun-carboxylate salt as intermediate could justify the selectivity observed in this process. Additionally, amides also can be synthesized with use of this method.