1-n-butoxy-2-methylbenzene | 2052-13-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-n-butoxy-2-methylbenzene
• 英文别名: 1-butoxy-2-methylbenzene；2-(n-butoxy)toluene；2-n-butyloxytoluene；2-butoxytoluene；o-MeC6H4OBu；butyl-o-tolyl ether
• CAS: 2052-13-3
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: JRMXMUCILWKNNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  1-n-butoxy-2-methylbenzene 在 碘 、 二氧化氮 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以88%的产率得到5-iodo-2-(n-butoxy)toluene
  参考文献：
  名称：

  氮氧化物催化的芳烃亲电碘化

  摘要：

  AbstractNitrogen dioxide is demonstrated to be an effective catalyst precursor for the iodination of alkoxy‐substituted benzenes and naphthalenes. Different from the transition metal catalysts, nitrogen dioxide can be easily separated from the final products, and is free of heavy metal waste. Although the present catalyst precursor is toxic, it does not stain the final products due to its low‐boiling character. No other reagents apart from 0.5 equiv. of iodine (I2), 6.5 mol% nitrogen dioxide and acetonitrile solvent were used in the iodination, and basically all the iodine atoms in the iodine source were transferred to the iodination products, showing that the presented protocol is highly atom‐economic and practical.magnified image

  DOI：

  10.1002/adsc.201300581
• 作为产物：
  描述：

  2-(3-chloro-2-butenoxy)toluene 在 Lindlar's catalyst 氢气 作用下， 生成 1-n-butoxy-2-methylbenzene
  参考文献：
  名称：

  Bunina-Krivorukova,L.I. et al., Journal of Organic Chemistry USSR (English Translation), 1969, vol. 5, p. 885 - 890

  摘要：

  DOI：
• 作为试剂：
  描述：

  9,13-dimethyl-7-(1,1,5-trimethyl-5-cyclohexen-6-yl)-10,12-nonadien-14-yn-9-ol 在 1-n-butoxy-2-methylbenzene 、 溴 作用下， 以 氯仿 为溶剂， 反应 0.08h， 生成 1,3,3-Trimethyl-2-((4E,6E)-7-methyl-3-methylene-nona-4,6-dien-8-ynyl)-cyclohexene 、 2-((2E,4E,6E)-3,7-Dimethyl-nona-2,4,6-trien-8-ynyl)-1,3,3-trimethyl-cyclohexene 、 2-((2E,4E,6E)-3,7-Dimethyl-nona-2,4,6-trien-8-ynyl)-1,3,3-trimethyl-cyclohexene 、 2-((2E,4E,6E)-3,7-Dimethyl-nona-2,4,6-trien-8-ynyl)-1,3,3-trimethyl-cyclohexene 、 2-((2E,4E,6E)-3,7-Dimethyl-nona-2,4,6-trien-8-ynyl)-1,3,3-trimethyl-cyclohexene
  参考文献：
  名称：

  Tutorskaya, O. O.; Miropol'skaya, M. A.; Filippova, T. M., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 467 - 471

  摘要：

  DOI：

文献信息

• Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds
  申请人：——

  公开号：US20030065187A1

  公开（公告）日：2003-04-03

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在酰胺或胺基团的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在酰基肼的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在另一些实施例中，本发明涉及铜催化的方法，用于在含氮杂环芳烃（例如吲哚、吡唑和吲哌）的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在醇的氧原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氧键。本发明还涉及铜催化的方法，用于在包含亲核碳原子的反应物（例如烯醇酸盐或丙二酸盐负离子）与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-碳键。重要的是，由于催化剂中铜的低成本，本发明的所有方法都相对廉价。
• Strong Lewis Acids of Air-Stable Metallocene Bis(perfluorooctanesulfonate)s as High-Efficiency Catalysts for Carbonyl-Group Transformation Reactions
  作者：Renhua Qiu、Xinhua Xu、Lifeng Peng、Yalei Zhao、Ningbo Li、Shuangfeng Yin

  DOI：10.1002/chem.201103874

  日期：2012.5.14

  that 2 a and 2 b were thermally stable at 300 and 180 °C, respectively. These complexes exhibited unusually high solubility in polar organic solvents. Conductivity measurement showed that the complexes (2 a and 2 b) were ionic dissociation in CH3CN solution. X‐ray analysis result confirmed 2 a⋅3 H2O⋅THF was a cationic organometallic Lewis acid. UV/Vis spectra showed a significant red shift due to the

  强路易斯酸空气中稳定的金属茂双（全氟辛烷磺酸盐）S [M（CP）2 ] [OSO 2 C ^ 8 ˚F 17 ] 2 ⋅ Ñ ħ 2 O⋅THF（M = Zr的（2 ⋅3ħ 2 O⋅THF ），M =的Ti（图2b ⋅2ħ 2 O⋅THF））由[M（CP）的反应合成2 ]氯2（M = Zr的（1），M =的Ti（图1b）），与n BuLi和C 8 F 17 SO 3 H（2当量）或与C 8 F 17 SO 3Ag（2当量）。这些配合物的水合物数（n）是可变的，取决于条件从0变为4。与众所周知的茂金属三氟甲磺酸盐相反，这些络合物在露天环境中一年没有变化。热重-差示扫描量热（TG-DSC）分析表明，2和图2b分别为300和180℃，是热稳定的。这些配合物在极性有机溶剂中显示出异常高的溶解度。电导率测量表明，络合物（2a和2b）在CH 3 CN溶液中呈离子离解。X射线分析结果确认为2 a⋅3H
• 8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXAMIDE DERIVATIVE
  申请人：Horiuchi Yoshihiro

  公开号：US20120225876A1

  公开（公告）日：2012-09-06

  Disclosed is a compound represented by formula (1) or a pharmacologically acceptable salt thereof (In the formula, A represents a group that is represented by formula (A-1); R 1a and R 1b may be the same or different and each independently represents a C 1-6 alkyl group which may be substituted by one to three halogen atoms; m and n each independently represents an integer of 0-5; X 1 represents a hydroxyl group or an aminocarbonyl group; Z 1 represents a single bond or the like; and R 2 represents an optionally substituted C 1-6 alkyl group, an optionally substituted C 6-10 aryl group or the like.)

  公开了一种由公式(1)表示的化合物或其药理可接受的盐(在公式中，A代表由公式(A-1)表示的基团；R1a和R1b可以相同或不同，每个独立地表示一个可以由一个到三个卤素原子取代的C1-6烷基；m和n各自独立地表示0-5之间的整数；X1代表羟基或氨基甲酰基；Z1代表单键等；R2代表一个可选地取代的C1-6烷基，一个可选地取代的C6-10芳基等)。
• [EN] TETRAAZA-CYCLOPENTA[A]INDENYL AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS<br/>[FR] TÉTRAAZA-CYCLOPENTA[A]INDÉNYLE ET LEUR UTILISATION EN TANT QUE MODULATEURS ALLOSTÉRIQUES POSITIFS
  申请人：MERCK PATENT GMBH

  公开号：WO2013091773A1

  公开（公告）日：2013-06-27

  The present invention provides compounds of Formula (I) as M1 receptor positive allosteric modulators for the treatment of diseases mediated by the muscarinic M1 mediator.

  本发明提供了式(I)化合物，作为M1受体阳性异构调节剂，用于治疗由毒蕈碱M1介质介导的疾病。
• Selective para-Cyanation of Alkoxy- and Benzyloxy-Substituted Benzenes with Potassium Ferricyanide Promoted by Copper(II) Nitrate and Iodine
  作者：Yunlai Ren、Mengjie Yan、Shuang Zhao、Jianji Wang、Junying Ma、Xinzhe Tian、Weiping Yin

  DOI：10.1002/adsc.201200235

  日期：2012.8.13

  A simple method was developed for selective para-cyanation of alkoxy- and benzyloxy-substituted benzenes with 0.5 equivalents of potassium ferricyanide, 0.8 equivalants of copper(II) nitrate and 0.5 equivalents of iodine in acetonitrile. Among various phenyl carbon-hydrogen bonds, those at the para-position with regard to the alkoxy or benzyloxy groups were selectively cyanated in 20% to 87% yields

  一个简单的方法，用于选择性地开发对用0.5当量的铁氰化钾，硝酸铜0.8 equivalants和在乙腈中的0.5当量的碘的烷氧基和苄氧基-取代的苯的-cyanation。在各种苯基碳氢键中，相对于烷氧基或苄氧基处于对位的那些被选择性氰化，产率为20％至87％（23个例子）。本方法使用可商购的试剂，并且可以以十克规模进行。有趣的是，在不存在铁氰化钾的情况下，甲氧基苯以32％的产率氰化，这表明一部分产品的腈基可能来自溶剂乙腈。