1-oxo-1-phenylpropan-2-yl acrylate | 1312799-08-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-oxo-1-phenylpropan-2-yl acrylate
• 英文别名: (1-Oxo-1-phenylpropan-2-yl) prop-2-enoate
• CAS: 1312799-08-8
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: IZEVVVASWQXJST-UHFFFAOYSA-N

物化性质

• 沸点：
  308.5±25.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-苯丙醇 、 丙烯酸 在 叔丁基过氧化氢 、 四丁基碘化铵 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 12.0h， 以53%的产率得到1-oxo-1-phenylpropan-2-yl acrylate
  参考文献：
  名称：

  苯甲醇与酸或醛的无金属一锅法α-苯甲酰化

  摘要：

  已经开发出一种无金属的策略，用于用酸或醛将苯甲醇的α-苯甲酰化。反应在一锅中通过顺序氧化和α-苯甲酰化进行。重要的是，该反应在无金属的条件下进行，并利用廉价的TBHP水溶液作为氧化剂，以中等至良好的产率提供α-苯并酮。

  DOI：

  10.1016/j.tetlet.2017.12.030

文献信息

• In Situ Generated (Hypo)Iodite Catalysts for the Direct α-Oxyacylation of Carbonyl Compounds with Carboxylic Acids
  作者：Muhammet Uyanik、Daisuke Suzuki、Takeshi Yasui、Kazuaki Ishihara

  DOI：10.1002/anie.201101522

  日期：2011.5.27

  It′s the iodine: The intra‐ and intermolecular title reaction is catalyzed by an in situ generated ammonium (hypo)iodite species. Either H2O2 or tert‐butyl hydroperoxide (TBHP) can be used as an environmentally benign oxidant and a wide range of substrates react to give the corresponding α‐acyloxycarbonyl compounds in good to excellent yields.

  它是碘：分子内和分子间标题反应是由原位生成的亚碘铵（次同）催化的。H 2 O 2或叔丁基氢过氧化物（TBHP）都可以用作环境友好的氧化剂，并且多种底物反应生成相应的α-酰氧基羰基化合物，收率良好至优异。
• METHOD FOR PRODUCING ALPHA-ACYLOXYCARBONYL COMPOUND AND NOVEL ALPHA-ACYLOXYCARBONYL COMPOUND
  申请人：Ishihara Kazuaki

  公开号：US20120323014A1

  公开（公告）日：2012-12-20

  A method for producing an α-acyloxycarbonyl compound of the present invention includes performing an intermolecular reaction between a carboxylic acid and a carbonyl compound selected from the group consisting of ketones, aldehydes, and esters, which have a hydrogen atom at the α-position, using a hydroperoxide as an oxidizer and an iodide salt as a catalyst precursor, thereby introducing an acyloxy group derived from the carboxylic acid into the α-position of the carbonyl compound.

  本发明提供了一种制备α-酰氧基碳酰化合物的方法，包括使用过氧化氢作为氧化剂和碘化物盐作为催化剂前体，通过在羧酸和酮、醛或酯的α位含有氢原子的羰基化合物之间进行分子间反应，从而将来自羧酸的酰氧基团引入到羰基化合物的α位。
• Copper(I)-Catalyzed α-Acryloyloxylation of Ketones with α,β-Unsaturated Carboxylic Acids To Form α-Acryloyloxy Ketones
  作者：Jing-Wen Xu、Peng-Yi Ji、Yu-Feng Liu、Wei-Ping Luo、Qiang Liu、Can-Cheng Guo

  DOI：10.1002/ejoc.201601346

  日期：2017.1.18

  acryloyloxylation of ketones with α,β-unsaturated carboxylic acids was developed through using copper (I) as the catalyst. The most concise approach to form α-acryloyloxyketones through direct oxidative coupling at α-C(sp3)-H of ketones. This method had a high productivity for the products and a wide range of application for both ketones and unsaturated carboxylic acids. A copper (I) catalyzed reaction mechanism

  通过使用铜 (I) 作为催化剂开发了酮与 α,β-不饱和羧酸的有效 α-CH 丙烯酰氧基化。通过在酮的 α-C(sp3)-H 处直接氧化偶联形成 α-丙烯酰氧基酮的最简洁方法。该方法对产品的生产率高，对酮类和不饱和羧酸均有广泛的应用。通过对照实验提出了铜（I）催化的反应机理。
• PREPARATION METHOD OF COPOLYMERIZABLE PHOTOINITIATORS
  申请人：Loccufier Johan

  公开号：US20100305336A1

  公开（公告）日：2010-12-02

  An intermediate for preparing (meth)acrylated photoinitiators according to Formula (I): wherein: R1 is selected from the group consisting of hydrogen and a methyl group; A represents a group including at least one photoinitiating moiety; L represents a n+o-valent linking group including at least one carbon atom; n and o each independently represent an integer from 1 to 4; p is equal to 0 or 1; X represents a group selected from the group consisting of Cl, Br, I, and R 2 SO 3 ; and R 2 represents an optionally substituted group selected from the group consisting of an alkyl group, an alkenyl group, an alkynyl group, an alkaryl group-, an aralkyl group, an aryl group and a heteroaryl group. Also, a method for the preparation of (meth)acrylated photoinitiators by β-elimination of HX from the intermediate according to Formula (I).

  根据公式（I），制备（甲基）丙烯酰基光引发剂的中间体，其中：R1选自氢和甲基组成的群；A代表至少包括一个光引发基团的群；L代表至少包括一个碳原子的n+o价键合基团；n和o各自独立地表示1到4的整数；p等于0或1；X代表从Cl、Br、I和R2SO3组成的群中选取的一个基团；R2代表从一个取代的烷基、烯基、炔基、烷基芳基、芳基烷基、芳基和杂环芳基组成的群中选取的一个可选基团。此外，本发明还提供了一种通过从公式（I）的中间体中β-消除HX来制备（甲基）丙烯酰基光引发剂的方法。
• METHOD FOR PRODUCING A-ACYLOXYCARBONYL COMPOUND AND NOVEL A-ACYLOXYCARBONYL COMPOUND
  申请人：National University Corporation Nagoya University

  公开号：EP2543658A1

  公开（公告）日：2013-01-09

  A method for producing an α-acyloxycarbonyl compound of the present invention includes performing an intermolecular reaction between a carboxylic acid and a carbonyl compound selected from the group consisting of ketones, aldehydes, and esters, which have a hydrogen atom at the α-position, using a hydroperoxide as an oxidizer and an iodide salt as a catalyst precursor, thereby introducing an acyloxy group derived from the carboxylic acid into the α-position of the carbonyl compound.

  生产本发明的α-乙酰氧基羰基化合物的方法包括：使用过氧化氢作为氧化剂，碘盐作为催化剂前体，在羧酸和羰基化合物之间进行分子间反应，该羰基化合物选自由酮、醛和酯组成的组，其α-位上有一个氢原子，从而将来自羧酸的乙酰氧基引入羰基化合物的α-位。