2-methoxy-6-(1-hydroxy-1-methylethyl)naphthalene | 34352-83-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-6-(1-hydroxy-1-methylethyl)naphthalene
• 英文别名: 2-(6-methoxynaphthalen-2-yl)propan-2-ol；2-(6-Methoxy-2-naphthyl)-2-propanol
• CAS: 34352-83-5
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: JBFSELUOSSTETM-UHFFFAOYSA-N

物化性质

• 沸点：
  365.8±17.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxy-6-(1-hydroxy-1-methylethyl)naphthalene 在 palladium on activated charcoal 吡啶 、 四氧化锇 、 甲基磺酰胺 、 Jones reagent 、 甲酸铵 、 potassium carbonate 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 potassium hexacyanoferrate(III) 、 三氯氧磷 作用下， 以 乙醇 、 二氯甲烷 、 水 、 丙酮 、 甲苯 、 叔丁醇 为溶剂， 反应 42.0h， 生成 萘普生
  参考文献：
  名称：

  Nandanan; Jayachandran; Phukan, Prodeep, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1998, vol. 37, # 12, p. 1221 - 1227

  摘要：

  DOI：
• 作为产物：
  描述：

  6-甲氧基-2-乙酰萘 在 N-羟基邻苯二甲酰亚胺 、 偶氮二异丁腈 、 氧气 作用下， 以 乙腈 为溶剂， 以0.35 g的产率得到2-methoxy-6-(1-hydroxy-1-methylethyl)naphthalene
  参考文献：
  名称：

  Oxidation of 2-methoxy-6-(1-methylethyl)naphthalene with oxygen

  摘要：

  Aerobic oxidation of 2-methoxy-6-(1-methylethyl)naphthalene to hydroperoxide, alcohol, and ketone, is reported. These compounds, particularly 2-acetyl-6-methoxynaphthalene, are important intermediates in naproxen synthesis. N-Hydroxyphthalimide is shown here to be an efficient catalyst for oxidation to the hydroperoxide, 2-methoxy-6-(1-hydroperoxy-1-methylethyl)naphthalene, with a yield of 87%. However, the ketone and alcohol were obtained with lower yields, with a maximum yield of 13% for the ketone and 27% for the alcohol, using N-hydroxyphthalimide and Cu(II) acetylacetonate as a catalyst. The synthesis of the products 2-acetyl-6-methoxynaphthalene and 2-methoxy-6-(1-hydroxy-1-methylethyl)naphthalene via an initial oxidation step to the hydroperoxide followed by a hydroperoxide decomposition step is shown to be more efficient; the ketone and alcohol were obtained from 2-methoxy-6-(1-methylethyl)naphthalene with yields of 40 and 56%, respectively.

  DOI：

  10.1007/s00706-011-0630-3

文献信息

• Preparation of Quaternary Centers via Nickel-Catalyzed Suzuki–Miyaura Cross-Coupling of Tertiary Sulfones
  作者：Zachary T. Ariki、Yuuki Maekawa、Masakazu Nambo、Cathleen M. Crudden

  DOI：10.1021/jacs.7b10855

  日期：2018.1.10

  benzylic and allylic sulfones with arylboroxines. A variety of tertiary sulfones, which can easily be prepared via a deprotonation-alkylation route, were reacted to afford symmetric and unsymmetric quaternary products in good yields. We highlight the use of either BrettPhos or Doyle's phosphines as effective ligands for these challenging desulfonative coupling reactions. The utility of this methodology

  我们描述了叔苄基和烯丙基砜与芳基环硼烷的镍催化 Suzuki-Miyaura 交叉偶联的开发。可以通过去质子化-烷基化路线轻松制备的各种叔砜反应以良好的收率提供对称和不对称季产物。我们强调使用 BrettPhos 或 Doyle 膦作为这些具有挑战性的脱磺化偶联反应的有效配体。这种方法的实用性在维生素 D 受体调节剂类似物的简明合成中得到了证明。
• Compounds Having Semiconducting Properties and Related Compositions and Devices
  申请人：Usta Hakan

  公开号：US20130062598A1

  公开（公告）日：2013-03-14

  Disclosed are new compounds having semiconducting properties. Such compounds can be processed in solution-phase at a temperature of less than about 50° C. into thin film semiconductors that exhibit high carrier mobility and/or good current modulation characteristics.

  揭示了具有半导体特性的新化合物。这些化合物可以在溶液相中以低于约50°C的温度加工成薄膜半导体，表现出高载流子迁移率和/或良好的电流调制特性。
• Process for preparation of 2-(6-methoxy-2-naphthyl)propionic acid and
  申请人：Koch Industries, Inc.

  公开号：US05286902A1

  公开（公告）日：1994-02-15

  A process is disclosed for the synthesis of 2-(6-methoxy-2-naphthyl)propionic acid that utilizes 2,6-diisopropylnaphthalene.

  公开了一种合成2-(6-甲氧基-2-萘基)丙酸的过程，该过程利用2,6-二异丙基萘。
• Baliah,V.; Nadar,P.A., Indian Journal of Chemistry, 1971, vol. 9, p. 1339 - 1341
  作者：Baliah,V.、Nadar,P.A.

  DOI：——

  日期：——
• Fouquey; Jacques; Azadian-Boulanger, European Journal of Medicinal Chemistry, 1978, vol. 13, # 4, p. 303 - 308
  作者：Fouquey、Jacques、Azadian-Boulanger

  DOI：——

  日期：——