2-hydroxyoctyl benzoate | 128733-31-3

• 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-hydroxyoctyl benzoate
• 英文别名: 2-Hydroxyoctyl benzoate
• CAS: 128733-31-3
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: RXONXTJEWPKIDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-hydroxyoctyl benzoate 在 tripropylammonium fluorochromate (VI) 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以4.3 g的产率得到1-(benzoyloxy)octan-2-one
  参考文献：
  名称：

  Enantioselective Synthesis of Cyclic Sulfamidates via Pd-Catalyzed Hydrogenation

  摘要：

  Using Pd(CF3CO2)(2)/(SS)-f-binaphane as the catalyst, an efficient enantioselective synthesis of cyclic sulfamidates was developed via asymmetric hydrogenation of the corresponding cyclic imines in 2,2,2-trifluoroethanol at room temperature with high enantioselectivities (up to 99% ee).

  DOI：

  10.1021/ol800591u
• 作为产物：
  描述：

  1-(benzoyloxy)octan-2-one 在 dimethyl sulfide borane 、 sodium sulfate 作用下， 以 癸烷 、 二甲基亚砜 为溶剂， 以225 mg的产率得到2-hydroxyoctyl benzoate
  参考文献：
  名称：

  I₂-Catalyzed Regioselective Oxo- and Hydroxy-acyloxylation of Alkenes and Enol Ethers: A Facile Access to α-Acyloxyketones, Esters, and Diol Derivatives

  摘要：

  I-2-catalyzed oxo-acyloxylation of alkenes and enol ethers with carboxylic acids providing for the high yield synthesis of a-acyloxyketones and esters is described. This unprecedented regioselective oxidative process employs TBHP and Et3N in stoichiometric amounts under metal-free conditions in DMSO as solvent. Additionally, I-2-catalysis allows the direct hydroxy-acyloxylation of alkenes with the sequential addition of BH3 center dot SMe2 leading to monoprotected diol derivatives in excellent yields.

  DOI：

  10.1021/ol5027393

文献信息

• Chitosan-Silica Sulfate Nano Hybrid as a Novel and Highly Proficient Heterogeneous Nano Catalyst for Regioselective Ring Opening of Epoxides <i>via</i> Carboxylic Acids
  作者：Somayeh Behrouz、Mohammad Navid Soltani Rad、Mohammad Amin Piltan、Mohammad Mahdi Doroodmand

  DOI：10.1002/hlca.201700144

  日期：2017.9

  nano hybrid (CSSNH) as a novel and efficient heterogeneous nano catalyst involving acid‐base bifunctional activity is described. The catalytic potency and activity of this eco‐friendly catalyst was investigated in regioselective ring opening of epoxides with carboxylic acids to access structurally diverse 1,2‐diol mono‐esters in good to excellent yields. CSSNH catalyst was characterized using different

  壳聚糖-硫酸硅纳米杂化体（CSSNH）是一种新型且高效的涉及酸碱双功能活性的多相纳米催化剂，其合成与表征得到了描述。在环氧化物与羧酸的区域选择性开环研究中，研究了这种生态友好型催化剂的催化效能和活性，从而以良好或优异的收率获得结构多样的1,2-二醇单酯。CSSNH催化剂使用不同的显微镜和光谱技术进行表征，包括扫描电子显微镜，透射电子显微镜，X射线衍射，N 2吸附等温线和傅立叶变换红外光谱。这种新催化剂的绿色性质，便宜，高效，易于制备，处理和可重复使用性使得该催化剂可用于绿色工业过程。
• An Efficient Method for the Chemoselective Preparation of Benzoylated 1,2-Diols from Epoxides
  作者：A. Khalafi-Nezhad、M. N. Soltani Rad、A. Khoshnood

  DOI：10.1055/s-2003-42416

  日期：——

  A very efficient and highly regioselective ring-opening reaction of epoxides with benzoic acid and its derivatives in the presence of cat. amount of tetrabutylammonium bromide (TBAB) in anhydrous acetonitrile has been developed. This effective method is useful for the preparation of selectively protected diols as precursor for many organic syntheses such as those of acyclic nucleosides and other synthetic

  在 cat 存在下，环氧化物与苯甲酸及其衍生物的一种非常有效和高度区域选择性的开环反应。已开发出溶于无水乙腈中的四丁基溴化铵 (TBAB)。这种有效的方法可用于制备选择性保护的二醇作为许多有机合成的前体，例如无环核苷和其他合成目的。该方法的优点是高效、选择性、成本低，适用于大规模合成β-苯甲酰氧基链烷醇。
• Group 14 organometallic reagents. 9. Organotin-mediated monoacylation of diols with reversed chemoselectivity: a convenient synthetic method
  作者：Gianna Reginato、Alfredo Ricci、Stefano Roelens、Serena Scapecchi

  DOI：10.1021/jo00304a027

  日期：1990.8
• I₂-Catalyzed Regioselective Oxo- and Hydroxy-acyloxylation of Alkenes and Enol Ethers: A Facile Access to α-Acyloxyketones, Esters, and Diol Derivatives
  作者：Rambabu N. Reddi、Pragati K. Prasad、Arumugam Sudalai

  DOI：10.1021/ol5027393

  日期：2014.11.7

  I-2-catalyzed oxo-acyloxylation of alkenes and enol ethers with carboxylic acids providing for the high yield synthesis of a-acyloxyketones and esters is described. This unprecedented regioselective oxidative process employs TBHP and Et3N in stoichiometric amounts under metal-free conditions in DMSO as solvent. Additionally, I-2-catalysis allows the direct hydroxy-acyloxylation of alkenes with the sequential addition of BH3 center dot SMe2 leading to monoprotected diol derivatives in excellent yields.
• Enantioselective Synthesis of Cyclic Sulfamidates via Pd-Catalyzed Hydrogenation
  作者：You-Qing Wang、Chang-Bin Yu、Da-Wei Wang、Xiao-Bing Wang、Yong-Gui Zhou

  DOI：10.1021/ol800591u

  日期：2008.5.1

  Using Pd(CF3CO2)(2)/(SS)-f-binaphane as the catalyst, an efficient enantioselective synthesis of cyclic sulfamidates was developed via asymmetric hydrogenation of the corresponding cyclic imines in 2,2,2-trifluoroethanol at room temperature with high enantioselectivities (up to 99% ee).