2-<3-Chlor-benzyloxy>-tetrahydro-pyran | 18483-96-0

• 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-Chlor-benzyloxy>-tetrahydro-pyran
• 英文别名: 2-[(3-Chlorophenyl)methoxy]oxane
• CAS: 18483-96-0
• 化学式: C₁₂H₁₅ClO₂
• 分子量: 226.703
• InChiKey: SHRXVQZGKJDGGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-<3-Chlor-benzyloxy>-tetrahydro-pyran 在 三氯异氰尿酸 、 盐酸羟胺 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以92%的产率得到3-chlorobenzaldehyde oxime
  参考文献：
  名称：

  Tandem and Selective Conversion of Tetrahydropyranyl and Silyl Ethers to Oximes Catalyzed with Trichloroisocyanuric Acid

  摘要：

  Direct and oxidative conversion of tetrahydropyranyl and silyl ethers to oximes is described using trichloroisocyanuric acid (TCCA) as a relatively stable and inexpensive oxidant surprisingly in a catalytic amount and hydroxylamine hydrochloride under solvent-free conditions. Oximes can be synthesized from these protected alcohols in the presence of some other functional groups with excellent chemoselectivity using the present tandem catalytic method.

  DOI：

  10.1080/10426507.2014.990015
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 3-氯苯甲醇 在 morpholin-4-ium hydrogen sulphate 作用下， 反应 0.05h， 生成 2-<3-Chlor-benzyloxy>-tetrahydro-pyran
  参考文献：
  名称：

  在无溶剂条件下使用 Brønsted 酸性离子液体作为催化剂对醇进行温和高效的化学选择性四氢吡喃化反应

  摘要：

  摘要 报道了一种制备新型酸性离子液体吗啉硫酸氢盐 ([mroH]HSO4) 的简单有效的方法。研究了这种高效廉价的酸性离子液体催化剂在室温温和无溶剂条件下用于醇四氢吡喃化反应的应用。图形概要

  DOI：

  10.1080/00397911.2010.551286

文献信息

• One-pot, oxidative and selective conversion of benzylic silyl and tetrahydropyranyl ethers to <i>gem</i>-dichlorides using trichloroisocyanuric acid and triphenylphosphine as an efficient and neutral system
  作者：Roqayeh Khadem Moghaddam、Ghasem Aghapour

  DOI：10.1080/10426507.2020.1845680

  日期：2021.4.3

  Abstract A one-pot and oxidative method is described for the first time for the conversion of benzylic trimethylsilyl (TMS) and tetrahydropyranyl (THP) ethers to gem-dichlorides using trichloroisocyanuric acid (TCCA) and triphenylphosphine (PPh3) in neutral media. Various theses substrates containing electron withdrawing or donating groups can be efficiently converted to their corresponding gem-dichlorides

  抽象的 首次描述了一种一锅法和氧化法，用于在中性介质中使用三氯异氰尿酸（TCCA）和三苯基膦（PPh 3）将苄基三甲基甲硅烷基（TMS）和四氢吡喃基（THP）醚转化为二氯化宝石。可以将包含吸电子或供电子基团的各种这些基材有效地转化成其相应的宝石-二氯化物，产率高至优异。本方法显示出高度的化学选择性，并且由于其一锅法性质符合绿色化学。
• Solvent-free acetylation and tetrahydropyranylation of alcohols catalyzed by recyclable sulfonated ordered nanostructured carbon
  作者：Daryoush Zareyee、Parastoo Alizadeh、Mohammad Ghandali、Mohammad Khalilzadeh

  DOI：10.2478/s11696-013-0369-x

  日期：2013.1.1

  Rapid and practical green acetylation and tetrahydropyranylation routes of structurally diverse alcohols and phenols were applied under solvent-free reaction conditions providing excellent yields, using catalytic amounts of environmentally friendly sulfonated ordered nanoporous carbon (CMK-5-SO3H). Non-toxic nature of the catalyst, its easy handling, recovery and reusability, and the absence of any solvent characterize the presented procedures as efficient methods. These procedures provide methods for the separation of the product by simple filtration.

  在无溶剂反应条件下，利用环境友好的磺酸化有序纳米多孔碳（CMK-5-SO3H）催化剂，快速且实用地对结构多样的醇和酚进行绿色乙酰化和四氢吡喃基化反应，获得优异的产率。催化剂的无毒性、易于处理、回收和重复使用，以及无溶剂的特性将所提出的方法描述为高效的方法。这些方法提供了通过简单过滤分离产物的途径。

• Tetrahydropyranylation of Alcohols Under Solvent-Free Conditions
  作者：Abdol R. Hajipour、Majid Kargosha、Arnold E. Ruoho

  DOI：10.1080/00397910802499518

  日期：2009.2.25

  A green, efficient, and large-scale method for tetrahydropyranylation of alcohols in the presence of a catalytic amount of pyridinium chloride at room temperature under solvent-free conditions is reported.