1-bromo-2-pentylbenzene | 13397-96-1

• 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: 1-bromo-2-pentylbenzene
• 英文别名: 2-Brom-1-amyl-benzol；2-Amylbromobenzol；Bromamylbenzol
• CAS: 13397-96-1
• 化学式: C₁₁H₁₅Br
• 分子量: 227.144
• InChiKey: BKAWGQVKUSRASX-UHFFFAOYSA-N

物化性质

• 沸点：
  128 °C(Press: 19 Torr)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-bromo-2-pentylbenzene 在 正丁基锂 、 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 3,4,7,8-四甲基-1,10-菲罗啉 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 48.5h， 生成 dimethyl-[2-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentyl]phenyl]silane
  参考文献：
  名称：

  Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane

  摘要：

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.

  DOI：

  10.1021/ja403462b
• 作为产物：
  描述：

  1-bromo-2-(pent-1-en-1-yl)benzene 在 sodium acetate trihydrate 、 对甲苯磺酰肼 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 1-bromo-2-pentylbenzene
  参考文献：
  名称：

  Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane

  摘要：

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.

  DOI：

  10.1021/ja403462b

文献信息

• Alkylation of Aldehyde (Arenesulfonyl)hydrazones with Trialkylboranes
  作者：George W. Kabalka、John T. Maddox、Ekaterini Bogas、Shane W. Kelley

  DOI：10.1021/jo962089q

  日期：1997.5.1

  (Arenesulfonyl)hydrazone derivatives of aryl aldehydes are readily alkylated by trialkylboranes in the presence of base to generate new organoboranes that may be converted to the corresponding substituted alkanes or alcohols depending upon the reaction conditions chosen. Both tosyl- and trisylhydrazone derivatives can be utilized in the reaction, which tolerates a variety of functional groups, making it a versatile alternative to both the Grignard and Suzuki-coupling reactions.

  (对甲苯磺酰)腙衍生物类的芳醛或芳香族醛类经三烷基硼烷在碱性条件下的甲基化反应，可生成新的有机硼烷，这些产物能够根据所选择的反应条件转化为相应的取代烷烃或醇。无论是对甲苯磺酰腙衍生物还是三苯基甲磺酰腙衍生物，均可参与此反应，且该反应能够耐受多种官能团，从而成为格氏反应和Suzuki偶联反应之外的一种多功能的替代方法。
• [EN] A PROCESS FOR THE SYNTHESIS OF CARBOXYLIC ACID DERIVATIVES<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE DÉRIVÉS D'ACIDE CARBOXYLIQUE
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2015063798A1

  公开（公告）日：2015-05-07

  The present invention discloses one-pot synthesis of various carboxylic acid derivatives using copper catalyst and sodium cyanide as the cyanide source for bringing in carbonylative coupling in a single step.

  本发明揭示了一锅法合成各种羧酸衍生物，使用铜催化剂和氰化钠作为氰源，在单步中引入羰基偶联。
• [EN] BICYCLIC COMPOUNDS<br/>[FR] COMPOSÉS BICYCLIQUES
  申请人：ALIGOS THERAPEUTICS INC

  公开号：WO2022266193A1

  公开（公告）日：2022-12-22

  Provided herein are compounds of Formula (I), or pharmaceutically acceptable salts thereof, pharmaceutical compositions that include a compound described herein (including pharmaceutically acceptable salts of a compound described herein) and methods of synthesizing the same. Also provided herein are methods of treating diseases and/or conditions with a compound of Formula (I), or a pharmaceutically acceptable salt thereof.

  本文提供了公式（I）的化合物或其药学上可接受的盐，包括上述化合物的药物组合物（包括上述化合物的药学上可接受的盐）以及其合成方法。此外，本文还提供了使用公式（I）的化合物或其药学上可接受的盐治疗疾病和/或病症的方法。
• Nitromethane assisted Brønsted acid catalyzed regioselective halogenation of alkyl aromatics
  作者：Shi-Hui Shi、Song Song、Ning Jiao

  DOI：10.1016/j.mcat.2023.113777

  日期：2024.1

  halogenated alkyl aromatics face one remarkable challenge: low regioselectivity. Therefore, the highly regioselective halogenation of alkyl arenes is still an unsolved problem. Herein, a highly regioselective halogenation of alkyl aromatics through nitromethane-assisted Brønsted acid catalysis is disclosed. Under the mild reaction conditions, a wide diversity of halogenated alkyl aromatics is obtained

  制备卤代烷基芳烃的最普遍的策略面临着一个显着的挑战：低区域选择性。因此，烷基芳烃的高度区域选择性卤化仍然是一个未解决的问题。本文公开了通过硝基甲烷辅助的布朗斯台德酸催化进行烷基芳族化合物的高度区域选择性卤化。在温和的反应条件下，可以高收率和优异的区域选择性获得多种卤代烷基芳烃。质子酸与溶剂硝基甲烷的氢键促进了这种转变。
• Maillard reaction inhibitor, process for producing it, composition containing it and the use thereof
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0531812A1

  公开（公告）日：1993-03-17

  A novel Maillard reaction inhibitor containing at least one compound represented by formula (1) and the salts thereof; methods for producing the compounds of formula (1) and the salts thereof; a composition for inhibiting the Maillard reaction in living body comprising at least one compound of formula (1) and the salts thereof; and a use of said compound for preparing a pharmaceutical preparation for inhibiting the Maillard reaction in living body by administration of a compound of formula (1') or a salt thereof are disclosed.

  本发明公开了一种新型马氏反应抑制剂，其中至少含有一种由式（1）代表的化合物及其盐类；生产式（1）化合物及其盐类的方法；一种用于抑制活体内马氏反应的组合物，其中至少含有一种式（1）化合物及其盐类；以及所述化合物的用途，即通过服用式（1'）化合物或其盐类制备用于抑制活体内马氏反应的药物制剂。