1-bromo-2-chloromethylnaphthalene | 158264-62-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-bromo-2-chloromethylnaphthalene
• 英文别名: 1-Bromo-2-(chloromethyl)naphthalene
• CAS: 158264-62-1
• 化学式: C₁₁H₈BrCl
• 分子量: 255.542
• InChiKey: YSRCZPGWWQDVKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  2-甲基-2-恶唑啉 、 1-bromo-2-chloromethylnaphthalene 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到2-<2-(1-bromonaphthalen-2-yl)ethyl>-4,5-dihydrooxazole
  参考文献：
  名称：

  2-甲基-2-恶唑啉的简便烷基化：新型2-取代-2-恶唑啉的合成

  摘要：

  描述了基于2-甲基-2-恶唑啉与烷基卤的烷基化作用的，包含联萘基和联苯基部分的新恶唑啉的合成，形成和纯化的机理。已经实现了高达87％的产率，并且该方法适用于其他2-取代的2-恶唑啉的合成。

  DOI：

  10.1016/s0040-4039(00)78182-2

文献信息

• Facile alkylation of 2-methyl-2-oxazoline: Synthesis of novel 2-substituted-2-oxazolines
  作者：Rutger D. Puts、Dotsevi Y. Sogah

  DOI：10.1016/s0040-4039(00)78182-2

  日期：1994.8

  The synthesis, mechanism of formation and purification of new oxazolines containing binaphthyl and biphenyl moieties based on alkylation of 2-methyl-2-oxazoline with alkyl halides are described. Yields up to 87 % have been realized, and the method is applicable to the syntheses of other 2-substituted-2-oxazolines.

  描述了基于2-甲基-2-恶唑啉与烷基卤的烷基化作用的，包含联萘基和联苯基部分的新恶唑啉的合成，形成和纯化的机理。已经实现了高达87％的产率，并且该方法适用于其他2-取代的2-恶唑啉的合成。
• Phenoxy acetic acids as aldose reductase inhibitors and
  申请人：American Home Products Corporation

  公开号：US05677342A1

  公开（公告）日：1997-10-14

  This invention relates to 4-formyl-2-(naphthalenylmethyl)phenoxyacetic acids and pharmaceutically acceptable salts thereof according to formula I below, pharmaceutical compositions thereof, a method of treating hyperglycemia due to non-insulin dependent diabetes mellitus, and a method of prevention or treatment of complications associated with diabetes. ##STR1## wherein the group A is selected from the group consisting of 1-naphthyl, 2-naphthyl, optionally substituted with alkyl of from one to six carbon atoms, fluorine, chlorine, bromine, iodine, trifluoromethyl, alkoxy of from one to six carbon atoms; R.sup.1 is hydrogen or alkyl of from one to six carbon atoms; R.sup.2 is selected from hydrogen, fluorine, chlorine, bromine, iodine, alkyl of from one to six carbon atoms, alkoxy of from one to six carbon atoms, and hydroxyl; or a pharmaceutically acceptable metal salt thereof.

  本发明涉及以下公式I所示的4-甲醛基-2-(萘基甲基)苯氧乙酸及其药学上可接受的盐、其制药组合物、治疗非胰岛素依赖型糖尿病所致高血糖的方法，以及预防或治疗与糖尿病相关的并发症的方法。其中，基团A选自1-萘基、2-萘基，可选地被烷基（烷基含1至6个碳原子）、氟、氯、溴、碘、三氟甲基、含1至6个碳原子的烷氧基取代；R1为氢或含1至6个碳原子的烷基；R2选自氢、氟、氯、溴、碘、含1至6个碳原子的烷基、含1至6个碳原子的烷氧基和羟基；或其药学上可接受的金属盐。
• US5677342A
  申请人：——

  公开号：US5677342A

  公开（公告）日：1997-10-14
• Novel Chiral Biaryl Bis(oxazolines)
  作者：Rutger D. Puts、Jade Chao、Dotsevi Y. Sogah

  DOI：10.1055/s-1997-1213

  日期：1997.4

  Novel chiral biaryl bis(oxazoline) have been prepared through a complimentary use of three synthetic methods. The method of choice is determined by the structure of the oxazoline. For bis(oxazolines) containing ethylene spacers between the aromatic ring and the oxazoline groups, a general alkylation procedure based on 2-methyl-2-oxazoline has been developed and found to give very good yields (75-87%) of the desired products. Bis(oxazolines) with the oxazoline moiety attached directly to the aromatic ring were prepared by Ullmann coupling of the appropriate bromoaryl oxazolines. Those containing oxymethylene spacers were prepared by the standard method involving condensation of amino alcohols with the appropriate dicarboxylic acids (84).

  通过互补使用三种合成方法，制备出了新型手性双芳基双（噁唑啉）。选择哪种方法取决于噁唑啉的结构。对于在芳香环和噁唑啉基团之间含有乙烯间隔的双（噁唑啉），已开发出一种基于 2-甲基-2-噁唑啉的通用烷基化程序，并发现该程序可获得非常高产率（75-87%）的所需产物。通过乌尔曼偶联适当的溴芳基噁唑啉，制备出芳香环上直接连接有噁唑啉分子的双噁唑啉。含有氧亚甲基间隔物的双噁唑啉是通过氨基醇与适当的二羧酸缩合的标准方法制备的 (84)。