1-氟-2-甲氧基萘 | 27602-71-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-氟-2-甲氧基萘
• 英文名称: 1-fluoro-2-methoxynaphthalene
• CAS: 27602-71-7
• 化学式: C₁₁H₉FO
• 分子量: 176.19
• InChiKey: ONBYSQLVBBIBFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-氟-2-甲氧基萘 在 cesium fluoroxysulphate 、 三氟化硼 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 1,1-difluoro-1H-naphthalen-2-one
  参考文献：
  名称：

  Fluorination with cesium fluoroxysulfate. Room temperature fluorination of benzene and naphthalene derivatives

  摘要：

  DOI：

  10.1021/jo00219a032
• 作为产物：
  描述：

  2-萘甲醚 在 氯化锆(IV) 、 N-氟代双苯磺酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 1-氟-2-甲氧基萘
  参考文献：
  名称：

  Lewis Acid Catalyzed Highly Selective Halogenation of Aromatic Compounds

  摘要：

  描述了一种简单高效的芳香化合物卤化程序，该过程使用NCS、NBS、NIS和NFSI，并在催化量ZrCl4的存在下进行。各种芳香化合物的氯化、溴化、碘化和氟化在温和反应条件下具有很高的选择性。

  DOI：

  10.1055/s-2005-918919

文献信息

• Caesium fluoroxysulphate as a mild fluorinating agent for the fluorination of alkoxy-substituted benzene and naphthalene derivatives
  作者：Stojan Stavber、Marko Zupan

  DOI：10.1039/c39810000148

  日期：——

  Room-temperature fluorination of alkoxy-substituted benzene derivatives with caesium fluoroxy-sulphate in the presence of boron trifluoride as catalyst resulted in the formation of ortho- and para-fluro-substituted products, the ratio being dependent on the size of the alkoxy-group, while reactions with 2-alkoxy-naphthalene derivatives resulted in the formation of 1, 1-difluoro-2-oxo-1, 2-dihydronaphthalene

  在三氟化硼作为催化剂的情况下，用氟代硫酸铯在室温下氟化烷氧基取代的苯衍生物，导致形成邻位和对位取代的产物，该比例取决于烷氧基的大小，而与2-烷氧基萘衍生物的反应导致形成1，1-二氟-2-氧代-1、2-二氢萘以及1-氟取代的产物。
• 2-(6'-methoxynaphth-2'yl) propionaldoxime and 5'-halo derivatives thereof
  申请人：Syntex Corporation

  公开号：US03960957A1

  公开（公告）日：1976-06-01

  New compounds, 2-(6'-methoxynaphth-2'-yl)propylene oxide, 2-(6'-methoxynaphth-2'-yl)propionaldoxime, 2-hydroxy-2-(6'-methoxynaphth-2'-yl)-propionitrile, 2-(6'methoxynaphth-2'-yl)acrylonitrile, 2-(6'-methoxynaphth-2'-yl)acrylic acid, the corresponding 5'-halo compounds and 2-(5'-halo-6'-methoxynaphth-2'-yl)propionaldehyde are useful intermediates in producing 2-(6'-methoxynaphth-2'-yl)propionic acid and the corresponding 5'-halo acids from 6-methoxy-2-acetylnaphthalene and the corresponding 5-halo compounds. The 2-propionic acids are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. The 2-propionaldehydes, obtained from the 2-acetyl compounds by way of the 2-propylene oxide, can be converted directly to the 2-propionic acids by way of the 2-propionaldoximes and the 2-propionitriles or more directly by Jones oxidation. Alternatively the 2-acrylonitriles, obtained from the 2-acetyl compounds by way of the 2-hydroxy-2-propionitrile, can be converted to the 2-propionic acid by way of the 2-acrylic acid or 2-propionitrile.

  新化合物，2-(6'-甲氧基萘-2'-基)丙烯氧，2-(6'-甲氧基萘-2'-基)丙酮肟，2-羟基-2-(6'-甲氧基萘-2'-基)丙腈，2-(6'-甲氧基萘-2'-基)丙烯腈，2-(6'-甲氧基萘-2'-基)丙烯酸，相应的5'-卤代化合物和2-(5'-卤代-6'-甲氧基萘-2'-基)丙酸醛是从6-甲氧基-2-乙酰基萘和相应的5-卤代化合物中产生2-(6'-甲氧基萘-2'-基)丙酸和相应的5'-卤代酸的有用中间体。2-丙酸是抗炎、镇痛、退烧和止痒剂。从2-乙酰基化合物经2-丙烯氧转化得到的2-丙酸醛可通过2-丙酮肟和2-丙腈或更直接地通过Jones氧化直接转化为2-丙酸。或者，从2-乙酰基化合物经2-羟基-2-丙腈转化得到的2-丙烯腈可以通过2-丙烯酸或2-丙腈转化为2-丙酸。
• 2-(5'-Halo-6'-methoxynaphth-2'-yl)-acrylic acid
  申请人：Syntex Corporation

  公开号：US03994968A1

  公开（公告）日：1976-11-30

  New compounds, 2-(6'-methoxynaphth-2'-yl)-propylene oxide, 2-(6'-methoxynaphth-2'-yl)proppionaldoxime, 2-hydroxy-2-(6'-methoxynaphth-2'-yl)-propionitrile, 2-(6'-methoxynaphth-2'-yl)acrylonitrile, 2-(6'-methoxynaphth-2'-yl)acrylic acid, the corresponding 5'-halo compounds and 2-(5'-halo-6'-methoxynaphth-2'-yl)propionaldehyde are useful intermediates in producing 2-(6'-methoxynaphth-2'-yl)propionic acid and the corresponding 5'-halo acids from 6-methoxy-2-acetylnaphthalene and the corresponding 5-halo compounds. The 2-propionic acids are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. The 2-propionaldehydes, obtained from the 2-acetyl compounds by way of the 2-propylene oxide, can be converted directly to the 2-propionic acids by way of the 2-propionaldoximes and the 2-priopionitriles or more directly by Jones oxidation. Alternatively the 2-acrylonitriles, obtained from the 2-acetyl compounds by way of the 2-hydroxy-2-propionitrile, can be converted to the 2-propionic acid by way of the 2-acrylic acid or 2-propionitrile.

  新化合物，2-(6'-甲氧基萘-2'-基)-丙烯氧化物，2-(6'-甲氧基萘-2'-基)丙酮肟，2-羟基-2-(6'-甲氧基萘-2'-基)丙腈，2-(6'-甲氧基萘-2'-基)丙烯腈，2-(6'-甲氧基萘-2'-基)丙烯酸，相应的5'-卤代化合物和2-(5'-卤代-6'-甲氧基萘-2'-基)丙醛是从6-甲氧基-2-乙酰基萘和相应的5-卤代化合物中生产2-(6'-甲氧基萘-2'-基)丙酸和相应的5'-卤代酸的有用中间体。2-丙酸是抗炎、镇痛、退热和抗瘙痒剂。从2-乙酰基化合物经2-丙烯氧化物得到的2-丙醛可以通过2-丙酮肟和2-丙腈或更直接地通过Jones氧化直接转化为2-丙酸。或者，从2-乙酰基化合物通过2-羟基-2-丙腈得到的2-丙烯腈可以通过2-丙烯酸或2-丙腈转化为2-丙酸。
• LEWIS ACID CATALYZED HALOGENATION OF ACTIVATED CARBON ATOMS
  申请人：Zhang Yanhua

  公开号：US20080275253A1

  公开（公告）日：2008-11-06

  A practical and efficient method for halogenation of activated carbon atoms using readily available N-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.

  一种实用且高效的方法已经被揭示，可以使用易得的N-卤代亚胺和Lewis酸催化剂对活性碳原子进行卤代反应。这种方法适用于一系列化合物，任何卤素原子都可以直接引入底物中。温和的反应条件，易于操作的工作程序和简单的操作使得这种方法在环境和制备角度上都具有价值。
• Lewis Acid Catalyzed Halogenation of Activated Carbon Atoms
  申请人：ZHANG Yanhua

  公开号：US20120157691A1

  公开（公告）日：2012-06-21

  A practical and efficient method for halogenation of activated carbon atoms using readily available N-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.

  一种使用易得的N-卤代亚胺和路易斯酸催化剂卤代活性碳原子的实用高效方法已被披露。该方法适用于一系列化合物，任何卤素原子都可以直接引入底物。温和的反应条件、简单易行的工作程序和简单的操作使得该方法从环境和制备角度都具有价值。