2-(3-Phenylmethoxypropoxy)oxane | 220061-73-4

• 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-(3-Phenylmethoxypropoxy)oxane
• CAS: 220061-73-4
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: WPFYEGHAXKFCMP-UHFFFAOYSA-N

物化性质

• 沸点：
  360.6±42.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-Phenylmethoxypropoxy)oxane 在 5% Pd on active carbon Ti-HMS 、 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以83%的产率得到3-(四氢-2H-吡喃-2-基氧基)丙烷-1-醇
  参考文献：
  名称：

  Selective acceleration for deprotection of benzyl ethers with Ti-HMS

  摘要：

  Ti-HMS, a TI-loaded hexagonal mesoporous silica, was found to accelerate deprotection of benzyl ethers under hydrogenolytic conditions with palladium catalyst. Such acid-sensitive functional groups as silyl ether and acetal moieties in the molecule were little affected by Ti-HMS, which possesses Lewis acid sites due to Ti-atom. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02145-5
• 作为产物：
  描述：

  2-(3-溴丙氧基)四氢-2H-吡喃 、 苯甲醇 生成 2-(3-Phenylmethoxypropoxy)oxane
  参考文献：
  名称：

  Siloxy- [2,3] Wittig重排：非对映选择性制备1,2-二醇系统的新方法

  摘要：

  已经开发了被称为“甲硅烷氧基-[2,3] Wittig重排”的新颖的[2,3] Wittig变体，其为半甲硅烷基化的1,2-二醇系统提供了高的非对映选择性。基于机械原理讨论了异常的抗选择性。

  DOI：

  10.1016/s0040-4039(00)82881-6

文献信息

• Visible-Light Photocatalysis Employing Dye-Sensitized Semiconductor: Selective Aerobic Oxidation of Benzyl Ethers
  作者：Li Ren、Ming-Meng Yang、Chen-Ho Tung、Li-Zhu Wu、Huan Cong

  DOI：10.1021/acscatal.7b03029

  日期：2017.12.1

  The aerobic oxidation is an attractive approach toward environmentally benign synthesis of fine chemicals. In addition, dye-sensitized semiconductors are underdeveloped photocatalysts for selective organic synthesis. With the aid of catalytic eosin Y-sensitized titanium dioxide, we have developed efficient aerobic photooxidation of benzyl ethers to benzoates, featuring low cost, high atom economy,

  有氧氧化是一种在环境上良性合成精细化学品的有吸引力的方法。另外，染料敏化半导体是用于选择性有机合成的未开发的光催化剂。借助于催化曙红Y敏化的二氧化钛，我们开发了苄基醚有效的好氧光氧化为苯甲酸酯的方法，具有低成本，高原子经济性，广泛的底物范围和用户友好的设置的特点。此外，初步的机理研究表明，反应途径可能需要通过可分离的过氧化物中间体进行光诱导的基于自由基的两步过程。
• A Mild and Efficient Method for Tetrahydropyranylation/Depyranylation of Alcohols and Phenols Under Neutral Conditions
  作者：M. Arjun Reddy、L. Rajender Reddy、N. Bhanumathi、K. Rama Rao

  DOI：10.1080/00397910008087055

  日期：2000.12

  Abstract Alcohols and phenols are tetrahydropyranylated rapidly in high yields in the presence of lithium bromide and dichloromethane at room temperature. Deprotection of these THP ethers can also be effected readily by mere change of the solvent to methanol and refluxing with excess lithium bromide. Due to neutral reaction conditions employed, the method is also compatible with compounds having acid

  摘要 在室温下，在溴化锂和二氯甲烷的存在下，醇类和酚类可以以高产率快速四氢吡喃化。这些THP醚的脱保护也可以通过将溶剂换成甲醇并与过量的溴化锂回流而容易地实现。由于采用中性反应条件，该方法也适用于具有酸敏感官能团的化合物。
• Kumar, H. M. Sampath; Reddy, B. V. Subba; Reddy, E. Jagan, Chemistry Letters, 1999, # 9, p. 857 - 858
  作者：Kumar, H. M. Sampath、Reddy, B. V. Subba、Reddy, E. Jagan、Yadav, J. S.

  DOI：——

  日期：——
• Selective acceleration for deprotection of benzyl ethers with Ti-HMS
  作者：Akichika Itoh、Tomohiro Kodama、Shiro Maeda、Yukio Masaki

  DOI：10.1016/s0040-4039(98)02145-5

  日期：1998.12

  Ti-HMS, a TI-loaded hexagonal mesoporous silica, was found to accelerate deprotection of benzyl ethers under hydrogenolytic conditions with palladium catalyst. Such acid-sensitive functional groups as silyl ether and acetal moieties in the molecule were little affected by Ti-HMS, which possesses Lewis acid sites due to Ti-atom. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Siloxy-[2,3]Wittig rearrangement: A new method for diastereoselective preparations of 1,2-diol systems
  作者：Ei-ichi Nakai、Takeshi Nakai

  DOI：10.1016/s0040-4039(00)82881-6

  日期：——

  A novel [2,3]Wittig variant, termed “siloxy-[2,3]Wittig rearrangement”, has been developed which provides the half-silylated 1,2-diol systems with a high anti-diastereoselectivity. The unusual anti-selectivity is discussed on mechanistic grounds.

  已经开发了被称为“甲硅烷氧基-[2,3] Wittig重排”的新颖的[2,3] Wittig变体，其为半甲硅烷基化的1,2-二醇系统提供了高的非对映选择性。基于机械原理讨论了异常的抗选择性。