tetrahydro-2H-pyran-2-yl 4-chlorobenzoate | 1610377-98-4

• 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: tetrahydro-2H-pyran-2-yl 4-chlorobenzoate
• 英文别名: Oxan-2-yl 4-chlorobenzoate
• CAS: 1610377-98-4
• 化学式: C₁₂H₁₃ClO₃
• 分子量: 240.686
• InChiKey: FUCVJDZVULXDSQ-UHFFFAOYSA-N

物化性质

• 沸点：
  337.1±32.0 °C(predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  四氢吡喃 、 对氯甲苯 在 叔丁基过氧化氢 作用下， 反应 10.0h， 以38%的产率得到tetrahydro-2H-pyran-2-yl 4-chlorobenzoate
  参考文献：
  名称：

  Anchoring of a Copper(II)–Schiff Base Complex onto Silica-Coated Ferrite Nanoparticles: A Magnetically Separable Catalyst for Oxidative C–O Coupling by Direct C(sp2)–H and C(sp3)–H Bond Activation

  摘要：

  A novel catalyst consisting of a Schiff base-copper complex on surface-modified silica-coated ferrite nanoparticles was been prepared and used for oxidative C-O cross-coupling reactions of 1,3-dicarbonyl compounds with formamides for the synthesis of enol carbamates. The new catalyst has also been used for esterification of alkylbenzenes with cyclic ethers.

  DOI：

  10.1055/s-0035-1560067

文献信息

• Cyclic ethers to esters and monoesters to bis-esters with unconventional coupling partners under metal free conditions via sp³ C–H functionalisation
  作者：Ganesh Majji、Srimanta Guin、Saroj K. Rout、Ahalya Behera、Bhisma K. Patel

  DOI：10.1039/c4cc05050a

  日期：——

  An efficient metal free oxidative esterification of sp(3) C-H bonds (adjacent to an oxygen atom) in simple solvents like 1,4-dioxane, tetrahydropyran, tetrahydrofuran and ethyl acetate has been achieved using terminal aryl alkenes and alkynes as the ArCOO(-) sources.

  使用末端芳基烯烃和炔烃作为ArCOO（-），可以在简单的溶剂如1,4-二恶烷，四氢吡喃，四氢呋喃和乙酸乙酯中实现sp（3）CH键（与氧原子相邻）的高效无金属氧化酯化反应。 ）来源。
• Copper-Catalyzed Esterification of Alkylbenzenes with Cyclic Ethers and Cycloalkanes via C(sp³)–H Activation Following Cross-Dehydrogenative Coupling
  作者：Saroj Kumar Rout、Srimanta Guin、Wajid Ali、Anupal Gogoi、Bhisma K. Patel

  DOI：10.1021/ol5011906

  日期：2014.6.6

  A copper-catalyzed cross-dehydrogenative coupling strategy has been developed for the synthesis of two classes of esters from simple solvents. The reaction of methylarenes with cyclic ethers resulted in alpha-acyloxy ethers involving four sp(3) C-H cleavages, while treatment of methylarenes with cycloalkanes led to the formation of allyl esters at the expense of six consecutive sp(3) C-H bonds.
• Generation of bis-Acyl Ketals from Esters and Benzyl Amines Under Oxidative Conditions
  作者：Ganesh Majji、Suresh Rajamanickam、Nilufa Khatun、Sourav Kumar Santra、Bhisma K. Patel

  DOI：10.1021/jo502903d

  日期：2015.4.3

  Treatment of benzylamines with esters at an elevated temperature are expected to give amides. However, in the presence of TBAI/TBHP, esters possessing a methylene carbon alpha-to oxygen with benzylamines provide bis-esters rather than the expected amides. Benzylamines under oxidative conditions generate less nucleophilic carboxylates, which couples at the sp(3) C-H bonds of esters and cyclic ethers to give bis-acyl ketals and alpha-acyloxy ethers, respectively.