[2-(2-苯基乙基)环丙基]甲醇 | 662143-14-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [2-(2-苯基乙基)环丙基]甲醇
• 英文名称: (2-phenethylcyclopropyl)methanol
• 英文别名: 2-Phenylethyl cyclopropyl carbinol；2-(2-phenylethyl)cyclopropylmethanol；[2-(2-Phenylethyl)cyclopropyl]methanol；[2-(2-phenylethyl)cyclopropyl]methanol
• CAS: 662143-14-8
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: NKYZJKZTWSYBTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [2-(2-苯基乙基)环丙基]甲醇 在 lithium bromide 、 phosphorus tribromide 、 zinc dibromide 作用下， 生成 1-溴-6-苯基己烷
  参考文献：
  名称：

  Aryl substituted diketones

  摘要：

  芳基取代的二酮和酮酯，可作为抗病毒剂和杀虫剂使用，通过将芳基烷基或芳基烯基碘化物与适当的二酮或酮酯的金属盐反应制备而成。

  公开号：

  US04171378A1
• 作为产物：
  描述：

  (E)-1-cyclopropyl-3-phenylpropen-1-one 生成 [2-(2-苯基乙基)环丙基]甲醇
  参考文献：
  名称：

  Aryl substituted ketones

  摘要：

  芳基取代的三级碳醇，可用作抗病毒剂和杀虫剂，通过将从芳基烷基或芳基烯基碘化物衍生的格氏试剂与二烷基酮或烷烯基酮反应来制备；或通过将芳基烷基或芳基烯基酮与烷基或烯基镁卤化物反应来制备。

  公开号：

  US04125541A1

文献信息

• Lewis Basic Sulfide Catalyzed Electrophilic Bromocyclization of Cyclopropylmethyl Amide
  作者：Ying-Chieh Wong、Zhihai Ke、Ying-Yeung Yeung

  DOI：10.1021/acs.orglett.5b02557

  日期：2015.10.16

  A Lewis basic sulfide catalyzed electrophilic bromocyclization of cyclopropylmethyl amide has been developed. The catalytic protocol is applicable to both 1,1- and 1,2-substituted cyclopropylmethyl amides, giving oxazolines and oxazines in good yields and excellent diastereoselectivity.

  已经开发了路易斯碱性硫化物催化的环丙基甲基酰胺的亲电溴环化反应。该催化规程适用于1,1-和1,2-取代的环丙基甲基酰胺，从而以良好的收率和出色的非对映选择性提供了恶唑啉和恶嗪。
• Cyclopropanes in Nicholas reaction: formation of spiroketals with a five-membered and a seven- or an eight-membered ring
  作者：Chisato Mukai、Takahiro Kojima、Takamasa Kawamura、Fuyuhiko Inagaki

  DOI：10.1016/j.tet.2013.05.056

  日期：2013.9

  The consecutive treatment of 5-hydroxy-1-pentynyl 2,2-disubstituted-cyclopropyl ketones with Co2(CO)8 and BF3·OEt2 produced the corresponding Co2(CO)6-complexed dioxaspiro[4.6] derivatives. The one-carbon homologated substrates also afforded dioxaspiro[4.7]. It was found that this procedure can be applied to the substrates with gem-disubstituents as well as a mono-aryl substituent on the cyclopropane

  用Co 2（CO）8和BF 3 ·OEt 2连续处理5-羟基-1-戊炔基2，2-二取代的环丙基酮可得到相应的Co 2（CO）6络合的二氧杂螺[4.6]衍生物。一碳同系的底物也提供了二氧杂螺[4.7]。已经发现，该方法可以应用于具有宝石二取代基以及环丙烷上的单芳基取代基的底物，但是单烷基取代的环丙烷是不够的。
• Copper(I)-Catalyzed Borylative <i>exo</i>-Cyclization of Alkenyl Halides Containing Unactivated Double Bond
  作者：Koji Kubota、Eiji Yamamoto、Hajime Ito

  DOI：10.1021/ja3104582

  日期：2013.2.20

  A borylative exo-cyclization of alkenyl halides has been reported. The reaction includes the regioselective addition of a borylcopper(I) intermediate to unactivated terminal alkenes, followed by the intramolecular substitution of the resulting alkylcopper(I) moiety for the halide leaving groups. Experimental and theoretical investigations of the reaction mechanism have also been described. This reaction

  已经报道了烯基卤化物的硼酸化外环化。该反应包括将硼基铜 (I) 中间体区域选择性加成到未活化的末端烯烃，然后将所得烷基铜 (I) 部分分子内取代为卤化物离去基团。还描述了反应机理的实验和理论研究。该反应为从简单的原料合成含有应变环烷基结构的烷基硼酸酯提供了一种新方法。
• Regioselective opening of substituted (cyclopropylmethyl)lithiums derived from cyclopropylmethyl iodides
  作者：AndréB. Charette、Julie Naud

  DOI：10.1016/s0040-4039(98)01582-2

  日期：1998.10

  Substituted cyclopropylmethanol derivatives were successfully opened with excellent regiocontrol by a three-step protocol. The resulting homoallytic carbanion could be trapped with a variety of electrophiles.

  通过三步操作规程，以优异的区域控制成功打开了取代的环丙基甲醇衍生物。生成的同质碳负离子可能被多种亲电试剂捕获。
• Dialkylaminophenylethyl (or vinyl) cyclopropyl carbinols
  申请人：Sterling Drug Inc.

  公开号：US04166074A1

  公开（公告）日：1979-08-28

  Aryl substituted diketones and keto-esters, useful as antiviral agents and insecticides, are prepared by reacting an arylalkyl or arylalkenyl iodide with a metal salt of the appropriate diketone or keto-ester. The intermediate iodides are prepared by condensing a methyl cyclopropyl ketone with an aromatic aldehyde to give an arylvinyl cyclopropyl ketone, reducing the latter to an arylethyl cyclopropyl carbinol or arylvinyl cyclopropyl carbinol, treating the carbinol with phosphorus tribromide and then with zinc bromide to give an arylalkyl or arylalkenyl bromide, and then replacing the bromine atom by iodine. The invention herein claimed relates to intermediate arylethyl cyclopropyl carbinols and arylvinyl cyclopropyl carbinols wherein aryl is phenyl substituted by dialkylamino.

  芳基取代的二酮和酮酯，作为抗病毒剂和杀虫剂有用，通过将芳基烷基或芳基烯基碘化物与适当的二酮或酮酯的金属盐反应制备。中间碘化物通过将甲基环丙酮与芳香醛缩合以得到芳基乙烯基环丙酮，将后者还原为芳基乙基环丙醇或芳基乙烯基环丙醇，将环丙醇与三溴化磷处理，然后与溴化锌处理以得到芳基烷基或芳基烯基溴化物，然后将溴原子替换为碘。本发明涉及中间芳基乙基环丙醇和芳基乙烯基环丙醇，其中芳基是由二烷基氨基取代的苯基。