(p-methoxyphenyl)tricyclo[1.1.1.01,3]pentane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (p-methoxyphenyl)tricyclo[1.1.1.01,3]pentane
• 英文别名: 2-(p-methoxyphenyl)tricyclic[1.1.1.0^1,3]pentane；2-(4-Methoxyphenyl)tricyclo[1.1.1.01,3]pentane；2-(4-methoxyphenyl)tricyclo[1.1.1.01,3]pentane
• 化学式: C₁₂H₁₂O
• 分子量: 172.227
• InChiKey: BTAMKAPIWHTWRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3-丁二酮 、 (p-methoxyphenyl)tricyclo[1.1.1.01,3]pentane 以 乙醇 、 二丁醚 为溶剂， 以94%的产率得到
  参考文献：
  名称：

  1,1’-二环[1.1.1]戊烷-1,3-二乙基酮类有机物的连续化合成方法

  摘要：

  本发明提供了一种1,1’‑二环[1.1.1]戊烷‑1,3‑二乙基酮类有机物的连续化合成方法。该连续化合成方法包括：在光源照射下，原料A和原料B连续输送至连续化反应装置中进行连续化光化学反应，得到1,1’‑二环[1.1.1]戊烷‑1,3‑二乙基酮类有机物(具有式(Ⅲ)所示结构)，采用控温装置控制连续化反应装置中的反应温度，原料A具有式(Ⅰ)所示结构，原料B具有式(Ⅱ)所示结构。以具有取代基的螺桨烷作为反应原料并在连续化反应装置中进行上述光化学反应能够降低其在光照下缓慢分解和变质的几率，并极大地提高反应原料的转化率和产品收率。

  公开号：

  CN110204431A
• 作为产物：
  描述：

  1-bromo-1-chloro-3-(4-methoxybenzylidene)cyclobutane 在 甲基锂 作用下， 以 乙醚 为溶剂， 以45%的产率得到(p-methoxyphenyl)tricyclo[1.1.1.01,3]pentane
  参考文献：
  名称：

  Synthesis of [1.1.1]Propellanes by Cyclization of 3-Alkylidenecyclobutylidenes

  摘要：

  Starting from tricyclo[3.1.0.0(2,6)]hexane 5 and 1-bromobicyclo[1.1.0 ]butane 6, a series of [1.1.1]propellanes 15 and 21 has been synthesized which carry alkyl, aryl, alkenyl, and alkynyl groups. Propellane formation proceeded via 1-bromo-1-chloro-3-alkylidenecyclobutanes of type 13 and 19, which on treatment with methyllithium gave rise to the generation of carbenes 14 and 20 as short-lived intermediates. For these carbenes, the most efficient path of stabilization is obviously the intramolecular cycloaddition. Ab initio MO calculations at the Becke3LYP/6-31G* and MP2/6-31G* level of theory indicated that 3-alkylidenecyclobutylidenes 4 and 37a-d are not local energy minima but collapse to the corresponding [1.1.1]propellanes. On this basis, propellane formation should follow a carbenoid reaction path.

  DOI：

  10.1002/prac.19973390141

文献信息

• 1,1’-二环[1.1.1]戊烷-1,3-二乙基酮类有机物的连续化合成方法
  申请人：吉林凯莱英医药化学有限公司

  公开号：CN110204431A

  公开（公告）日：2019-09-06

  本发明提供了一种1,1’‑二环[1.1.1]戊烷‑1,3‑二乙基酮类有机物的连续化合成方法。该连续化合成方法包括：在光源照射下，原料A和原料B连续输送至连续化反应装置中进行连续化光化学反应，得到1,1’‑二环[1.1.1]戊烷‑1,3‑二乙基酮类有机物(具有式(Ⅲ)所示结构)，采用控温装置控制连续化反应装置中的反应温度，原料A具有式(Ⅰ)所示结构，原料B具有式(Ⅱ)所示结构。以具有取代基的螺桨烷作为反应原料并在连续化反应装置中进行上述光化学反应能够降低其在光照下缓慢分解和变质的几率，并极大地提高反应原料的转化率和产品收率。
• Synthesis of [1.1.1]Propellanes by Cyclization of 3-Alkylidenecyclobutylidenes
  作者：Monika Kenndoff、Andrea Singer、Günter Szeimies

  DOI：10.1002/prac.19973390141

  日期：——

  Starting from tricyclo[3.1.0.0(2,6)]hexane 5 and 1-bromobicyclo[1.1.0 ]butane 6, a series of [1.1.1]propellanes 15 and 21 has been synthesized which carry alkyl, aryl, alkenyl, and alkynyl groups. Propellane formation proceeded via 1-bromo-1-chloro-3-alkylidenecyclobutanes of type 13 and 19, which on treatment with methyllithium gave rise to the generation of carbenes 14 and 20 as short-lived intermediates. For these carbenes, the most efficient path of stabilization is obviously the intramolecular cycloaddition. Ab initio MO calculations at the Becke3LYP/6-31G* and MP2/6-31G* level of theory indicated that 3-alkylidenecyclobutylidenes 4 and 37a-d are not local energy minima but collapse to the corresponding [1.1.1]propellanes. On this basis, propellane formation should follow a carbenoid reaction path.
• Continuous Synthesis Method for 1, 1'-Bicyclic [1.1.1]Pentane-1,3-Diethyl Ketone Compounds
  申请人：JILIN ASYMCHEM LABORATORIES CO., LTD.

  公开号：US20220144744A1

  公开（公告）日：2022-05-12

  Provided is a continuous synthesis method for 1,1′-bicyclic[1.1.1]pentane-1,3-diethyl ketone compounds. The continuous synthesis method comprises: under the irradiation of a light source, continuously conveying raw material A and raw material B to a continuous reaction device for a continuous photochemical reaction to obtain 1,1′-bicyclic[1.1.1]pentane-1,3-diethyl ketone compounds, and controlling the reaction temperature in the continuous reaction device by a temperature control device during the continuous photochemical reaction. A propellane with substituents, as a reaction raw material, is subjected to the above photochemical reaction in the continuous reaction device to reduce the probability of its slow decomposition and deterioration under the irradiation, and greatly improve the conversion rate of the reaction material and product yield.