2-(benzoyloxy)heptanal | 59058-17-2

• 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: 2-(benzoyloxy)heptanal
• 英文别名: 1-Oxoheptan-2-yl benzoate
• CAS: 59058-17-2
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: CISWWGBQEMIEBB-UHFFFAOYSA-N

物化性质

• 沸点：
  347.1±25.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(benzoyloxy)heptanal 生成 (-)-2-(benzoyloxy)heptanal
  参考文献：
  名称：

  通过手性咪唑烷拆分和测定手性醛的对映体过量

  摘要：

  通过衍生的咪唑烷的NMR分析确定手性醛的对映体纯度。非对映异构的咪唑烷易于通过硅胶柱分离，并通过酸水解转化为对映体纯的醛。

  DOI：

  10.1016/0040-4039(88)85258-4
• 作为产物：
  描述：

  (-)-benzoic acid 1-vinyl-hexyl ester 在 臭氧 作用下， 生成 2-(benzoyloxy)heptanal
  参考文献：
  名称：

  通过手性咪唑烷拆分和测定手性醛的对映体过量

  摘要：

  通过衍生的咪唑烷的NMR分析确定手性醛的对映体纯度。非对映异构的咪唑烷易于通过硅胶柱分离，并通过酸水解转化为对映体纯的醛。

  DOI：

  10.1016/0040-4039(88)85258-4

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。
• 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。
• Manganese-Catalyzed 5-<i>Endo</i>-trig Oxygenative Cyclization of α,β-Unsaturated Oximes under Air and Ambient Conditions for the Synthesis of 4,5-Dihydroisoxazoles
  作者：Daisuke Yamamoto、Daisuke Matsukawa、Ryusei Kikuchi、Yuki Narushima、Yuta Kumakura、Mana Ito、Kazuishi Makino

  DOI：10.1021/acs.joc.4c00390

  日期：——

  The stereoselective 5-endo-trig oxygenative cyclization of α,β-unsaturated oximes was achieved using molecular oxygen (O2) and a manganese catalyst. Several 4-hydroxy-4,5-dihydroisoxazoles were obtained in high yields by directly incorporating O2 from the atmosphere (eliminating the necessity for a pure oxygen environment) and using an unprecedentedly low loading of Mn(acac)3 (as little as 0.020 mol

  使用分子氧(O 2 )和锰催化剂实现了α,β-不饱和肟的立体选择性5-内-触发氧化环化。通过直接从大气中引入 O 2 （消除了纯氧环境的必要性）并使用空前低的 Mn(acac) 3负载量（低至 0.020），以高收率获得了几种 4-羟基-4,5-二氢异恶唑。 mol %)，无需额外添加剂。由于其理想的特点，例如操作简单、催化剂便宜、反应条件温和（室温下的开瓶条件）和广泛的底物兼容性，这种新颖的反应为生产 4-羟基-4,5-二氢异恶唑提供了一种有吸引力的合成方法。
• A General Method for the α-Acyloxylation of Carbonyl Compounds
  作者：Cory S. Beshara、Adrian Hall、Robert L. Jenkins、Kerri L. Jones、Teyrnon C. Jones、Niall M. Killeen、Paul H. Taylor、Stephen P. Thomas、Nicholas C. O. Tomkinson

  DOI：10.1021/ol052474e

  日期：2005.12.1

  A simple, one-pot method for the alpha-acyloxylation of carbonyl compounds that proceeds at room temperature in the presence of both moisture and air has been developed. Treatment of a variety of aldehydes and both cyclic and acyclic ketones with N-methyl-O-benzoylhydroxylamine hydrochloride provides the alpha-functionalized product in 69-92% isolated yield. The transformation is tolerant of a wide range of functional groups and, significantly, is reglospecific in the discrimination of secondary over primary centers in the case of nonsymmetrical substrates.