4-fluorobenzyl methyl carbonate | 1350846-05-7

• 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: 4-fluorobenzyl methyl carbonate
• 英文别名: (4-Fluorophenyl)methyl methyl carbonate
• CAS: 1350846-05-7
• 化学式: C₉H₉FO₃
• 分子量: 184.167
• InChiKey: JROMRSXREWYWDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-fluorobenzyl methyl carbonate 在 4-二甲氨基吡啶 、 (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate 、 caesium carbonate 、 N,N-二异丙基乙胺 、 1,2-双(二苯基膦)乙烷 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 盐酸 作用下， 反应 6.0h， 以39%的产率得到4-氟苯乙酸
  参考文献：
  名称：

  使用钯/铱双催化剂对苯甲醇衍生物与 CO2 进行可见光羧基化

  摘要：

  双重麻烦：使用Pd/Ir 双催化剂实现了使用 CO 2对苯甲醇衍生物进行高效可见光羧化。由相应的苄醇衍生物可以高效地制备多种苄基羧酸和酯。通过改变 Pd 催化剂，可以在苄基 C-O 和芳基 C-Cl 部分之间进行可切换的位点选择性羧化。

  DOI：

  10.1002/cssc.202102095
• 作为产物：
  描述：

  对氟苯甲醇 、 碳酸二甲酯 在 manganese(II)carbonate 作用下， 反应 15.0h， 以55%的产率得到4-fluorobenzyl methyl carbonate
  参考文献：
  名称：

  MnCO3-Catalyzed Transesterification of Alcohols with Dimethyl Carbonate Under Mild Conditions

  摘要：

  Dimethyl carbonate (DMC) is a valuable green reagent with versatile and tunable chemical reactivity and can be used as a raw material for transesterification of alcohols. Herein, MnCO3 was found to be an efficient heterogeneous catalyst for transesterification of various alcohols with DMC and gave desired products under mild conditions. The MnCO3 catalysts were fully characterized by XRD, BET, SEM, TEM, FT-IR and NH3-TPD. The analysis results indicated that MnCO3 calcined at 300 degrees C has significantly enhanced surface area and abundant weak acid sites, which contributed to the superior catalytic performance in the transesterification. Furthermore, deactivation of catalyst resulted from the change of crystal structure and the decrease of weak acid sites. This research expands the potential application for DMC in green chemistry.[GRAPHICS].

  DOI：

  10.1007/s10562-020-03310-z

文献信息

• Palladium-catalyzed Benzylic Substitution of Benzyl Carbonates with Phosphorus Nucleophiles
  作者：Yusuke Makida、Kazumi Usui、Satoshi Ueno、Ryoichi Kuwano

  DOI：10.1246/cl.170901

  日期：2017.12.5

  A wide range of benzyl carbonates reacted with dimethyl phosphonate or diphenylphosphine oxide in the presence of the palladium catalyst, [Pd(η3-allyl)Cl]2–DPEphos, to give dimethyl benzylphosphonates and benzyldiphenylphosphine oxides in high yields. The catalytic phosphonylation was applied to the one-pot synthesis of alkenes from the benzyl esters.

  在钯催化剂 [Pd(η3-烯丙基)Cl]2-DPEphos 存在下，各种碳酸苄酯与膦酸二甲酯或氧化二苯基膦反应，以高产率得到苄基膦酸二甲酯和苄基二苯基氧化膦。催化膦酰化应用于从苄酯合成烯烃的一锅法。
• [EN] PROCESS<br/>[FR] PROCÉDÉ
  申请人：JOHNSON MATTHEY PLC

  公开号：WO2022263800A1

  公开（公告）日：2022-12-22

  The invention relates to a process for synthesising organic molecules. The invention provides a process for forming an sp2-sp3carbon-carbon bond between a first compound comprising a substituted or unsubstituted aromatic group and a second compound comprising a substituted or unsubstituted aromatic group in the presence of a catalyst, water, and a first base. The process may find use in the preparation of active pharmaceutical ingredients.

  这项发明涉及一种合成有机分子的过程。该发明提供了一种在催化剂、水和第一碱的存在下，在第一化合物包含取代或未取代芳香基团和第二化合物包含取代或未取代芳香基团之间形成sp2-sp3碳-碳键的过程。该过程可用于活性药物成分的制备。
• Palladium-Catalyzed C3-Benzylation of Indoles
  作者：Ye Zhu、Viresh H. Rawal

  DOI：10.1021/ja2095393

  日期：2012.1.11

  A general method for regioselective C3-benzylation of indoles has been developed. Various 3-substituted indoles and benzyl methyl carbonates with different electronic properties react under mild conditions to afford a diverse range of 3-benzylindolenine products in good yields.