phenyl 2-phenoxybenzoate | 7120-45-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: phenyl 2-phenoxybenzoate
• 英文别名: Phenol-Phenylsalizylat
• CAS: 7120-45-8
• 化学式: C₁₉H₁₄O₃
• 分子量: 290.318
• InChiKey: KDIILCSPFULFPX-UHFFFAOYSA-N

物化性质

• 沸点：
  421.3±28.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  phenyl 2-phenoxybenzoate 在 steam 、 硫酸 作用下， 生成 苯氧苯甲酸
  参考文献：
  名称：

  Manufacture of ortho-phenoxy-benzoic acid

  摘要：

  公开号：

  US02251743A1
• 作为产物：
  描述：

  水杨酸苯酯 在 sodium carbonate 作用下， 生成 phenyl 2-phenoxybenzoate
  参考文献：
  名称：

  Fosse, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1903, vol. 136, p. 1074

  摘要：

  DOI：

文献信息

• Ligand-Controlled Chemoselective C(acyl)–O Bond vs C(aryl)–C Bond Activation of Aromatic Esters in Nickel Catalyzed C(sp²)–C(sp³) Cross-Couplings
  作者：Adisak Chatupheeraphat、Hsuan-Hung Liao、Watchara Srimontree、Lin Guo、Yury Minenkov、Albert Poater、Luigi Cavallo、Magnus Rueping

  DOI：10.1021/jacs.7b12865

  日期：2018.3.14

  converted into the alkylated arenes and ketone products, respectively. The utility of this newly developed protocol was demonstrated by its wide substrate scope, broad functional group tolerance and application in the synthesis of key intermediates for the synthesis of bioactive compounds. DFT studies on the oxidative addition step helped rationalizing this intriguing reaction chemoselectivity: whereas

  开发了一种配体控制和位点选择性镍催化的 Suzuki-Miyaura 交叉偶联反应，以芳香酯和烷基有机硼试剂作为偶联伙伴。该方法通过成功抑制不需要的 β-氢化物消除过程，以直接的方式为 C(sp2)-C(sp3) 键的形成提供了一条简便的途径。通过简单地切换磷配体，酯底物分别转化为烷基化芳烃和酮产物。这种新开发的协议的实用性体现在其广泛的底物范围、广泛的官能团耐受性和在合成生物活性化合物的关键中间体的合成中的应用。对氧化加成步骤的 DFT 研究有助于合理化这种有趣的反应化学选择性：
• Decarbonylative Methylation of Aromatic Esters by a Nickel Catalyst
  作者：Toshimasa Okita、Kei Muto、Junichiro Yamaguchi

  DOI：10.1021/acs.orglett.8b01233

  日期：2018.5.18

  A Ni-catalyzed decarbonylative methylation of aromatic esters was achieved using methylaluminums as methylating agents. Dimethylaluminum chlorides uniquely worked as the methyl source. Because of the Lewis acidity of aluminum reagents, less reactive alkyl esters could also undergo the present methylation. By controlling the Lewis acidity of aluminum reagents, a chemoselective decarbonylative cross-coupling

  使用甲基铝作为甲基化剂，可以实现镍催化的芳香族酯的脱羰甲基化。氯化二甲基铝独特地用作甲基源。由于铝试剂的路易斯酸度，反应性较低的烷基酯也可能会发生本甲基化。通过控制铝试剂的路易斯酸度，烷基酯和苯基酯之间的化学选择性脱羰交联是成功的。
• Decarbonylative Synthesis of Aryl Nitriles from Aromatic Esters and Organocyanides by a Nickel Catalyst
  作者：Junichiro Yamaguchi、Keiichiro Iizumi、Miki B. Kurosawa、Ryota Isshiki、Kei Muto

  DOI：10.1055/s-0040-1705943

  日期：2021.9

  A decarbonylative cyanation of aromatic esters with aminoacetonitriles in the presence of a nickel catalyst was developed. The key to this reaction was the use of a thiophene-based diphosphine ligand, dcypt, permitting the synthesis of aryl nitrile without the generation of stoichiometric metal- or halogen-containing chemical wastes. A wide range of aromatic esters, including hetarenes and pharmaceutical

  在镍催化剂的存在下，开发了芳香酯与氨基乙腈的脱羰氰化反应。该反应的关键是使用基于噻吩的二膦配体 dcypt，允许合成芳基腈而不会产生化学计量的含金属或卤素的化学废物。多种芳香酯，包括杂环芳烃和药物分子，都可以转化为芳基腈。
• PROCESS FOR PREPARING DIARYL CARBONATES AND POLYCARBONATES
  申请人：Ooms Pieter

  公开号：US20110245527A1

  公开（公告）日：2011-10-06

  The present invention relates to a process for the continuous preparation of diaryl carbonates from phosgene and at least one monohydroxy compound (monophenol) in the presence of catalysts, and also the use thereof for preparing polycarbonates. The hydrogen chloride formed in the reaction is converted by thermal oxidation into chlorine, with the chlorine being recirculated to the preparation of phosgene. In particular, the process comprises utilization of the hydrogen chloride formed for the process for preparing diphenyl carbonate (DPC process).

  本发明涉及一种连续制备二苯基碳酸酯的工艺，该工艺利用光气和至少一种单羟基化合物（单酚）在催化剂的存在下进行，并将反应中形成的氯化氢通过热氧化转化为氯，将氯循环使用于光气的制备。特别是，该工艺包括利用反应中形成的氯化氢用于制备二苯基碳酸酯（DPC工艺）。同时，本发明还涉及将该工艺用于制备聚碳酸酯。
• PROCESS FOR PRODUCING HIGH-PURITY DIARYL CARBONATE ON COMMERICAL SCALE
  申请人：Asahi Kasei Chemicals Corporation

  公开号：EP1803704A1

  公开（公告）日：2007-07-04

  It is an object of the present invention to provide a specific process that enables a high-purity diaryl carbonate that can be used as a raw material of a high-quality and high-performance polycarbonate to be produced stably for a prolonged period of time on an industrial scale of not less than 1 ton / hr using as a starting material a reaction mixture containing an alkyl aryl carbonate obtained through a transesterification reaction between a dialkyl carbonate and an aromatic monohydroxy compound. Although there have been various proposals regarding processes for the production of reaction mixtures containing aromatic carbonates by means of a reactive distillation method or the like, these have all been on a small scale and short operating time laboratory level, and there have been no disclosures on a specific process or apparatus enabling mass production on an industrial scale from such a reaction mixture of a high-purity diaryl carbonate that can be used as a raw material of a high-quality and high-performance polycarbonate. According to the present invention, there is provided a specific process that enables a high-purity diaryl carbonate substantially not containing intermediate boiling point by-products or high boiling point by-products and important as a raw material of a high-quality and high-performance polycarbonate to be produced stably for a prolonged period of time on an industrial scale of not less than 1 ton / hr by taking as a starting material a reaction mixture containing an alkyl aryl carbonate that has been obtained through a transesterification reaction between a dialkyl carbonate and an aromatic monohydroxy compound and subjecting this starting material to a transesterification reaction using a reactive distillation column, and then subjecting a high boiling point reaction mixture obtained from the bottom of the reactive distillation column to separation / purification by distillation using a high boiling point material separating column A, a diaryl carbonate purifying column B and an intermediate boiling point material separating column C in this order, wherein each of these three columns comprises a specified continuous multi-stage distillation column, the high-purity diaryl carbonate being obtained as a side cut component from said purifying column B.

  本发明的目的在于提供一种特定的工艺，该工艺能够使用含有烷基芳基碳酸酯的反应混合物作为起始材料，通过酯交换反应稳定地在工业规模下生产高纯度的二苯基碳酸酯，该二苯基碳酸酯可用作高质量和高性能聚碳酸酯的原材料，生产规模不少于1吨/小时。尽管已经有各种关于通过反应蒸馏法等方法生产含芳香族碳酸酯的反应混合物的提议，但这些提议都是在小规模和短时间的实验室水平上进行的，没有披露具体的工艺或设备，使得可以从这样的反应混合物中大规模生产可用作高质量和高性能聚碳酸酯的原材料的高纯度二苯基碳酸酯。根据本发明，提供了一种具体的工艺，该工艺使用通过二甲基碳酸酯和芳香族单羟基化合物的酯交换反应得到的烷基芳基碳酸酯作为起始材料，通过使用反应蒸馏柱进行酯交换反应，然后通过使用高沸点物质分离柱A、二苯基碳酸酯净化柱B和中间沸点物质分离柱C依次进行蒸馏分离/净化，从净化柱B中获得高纯度的二苯基碳酸酯作为副产物。该工艺能够稳定地在工业规模下生产高纯度的二苯基碳酸酯，该二苯基碳酸酯基本不含有中间沸点副产物或高沸点副产物，是高质量和高性能聚碳酸酯的重要原材料。