2-乙酰基-6-异丙烯基萘 | 1158403-07-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-乙酰基-6-异丙烯基萘
• 英文名称: 2-acetyl-6-isopropenylnaphthalene
• 英文别名: 1-(6-Prop-1-en-2-ylnaphthalen-2-yl)ethanone
• CAS: 1158403-07-6
• 化学式: C₁₅H₁₄O
• 分子量: 210.276
• InChiKey: HFMMQJOYJMGVIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,6-二异丙基萘 在 N-羟基邻苯二甲酰亚胺 、 偶氮二异丁腈 、 氧气 、 cobalt(II) diacetate tetrahydrate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以62%的产率得到6-乙酰基-2-异丙基萘
  参考文献：
  名称：

  Synthesis of 6-hydroxy-2-naphthoic acid from 2,6-diisopropylnaphthalene using NHPI as a key catalyst

  摘要：

  A new strategy to 6-hydroxy-2-naphthoic acid (HNPA) and 4-hydroxybenzoic acid from 2,6-diisopropylnaphthalene and p-cymene, respectively, was developed using the NHPI-catalyzed aerobic oxidation as a principal reaction. 2,6-Diisopropylnaphthalene was oxidized by the oxidation with O-2 (1 atm) by NHPI (10 mol %) combined with Co(OAc)(2) (0.5 mol %) to give 6-acetyl-2 -isopropylnaphthalene, which then was converted to 6-isopropyl-2-naphthoic acid Under O-2 (1 atm) in the presence of Co(OAc)(2) (0.5 mol %) and Mn(OAc)(2) (0.5 mol %), Esterification of the resulting acid followed by the aerobic oxidation produced methyl 6-hydroxy-2-naphthoate whose hydrolysis led to the desired HNPA. An alternative route involves the oxidation of 6-acetyl-2-isopropylnaphthalene to 6-acetyl-2-naphthol on which subsequent oxidation and deacetylation gave HNPA. This method was Successfully extended to the synthesis of 4-hydroxybenzoic acid from p-cymene. (C) 2009 Elsevier Ltd, All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.013

文献信息

• [EN] ORGANIC COMPOUNDS<br/>[FR] COMPOSES ORGANIQUES
  申请人：NOVARTIS AG

  公开号：WO2007071396A2

  公开（公告）日：2007-06-28

  (EN) A compound of formula (I) or tautomers, or stereoisomers, or solvates, or pharmaceutically acceptable salts thereof, wherein M1, M1, L1, L2, W1, W2, X1, X2, Y1, Y2, A, R5 and R5a are as defined herein for the for treatment of conditions mediated by the blockade of an epithelial sodium channel, particularly an inflammatory or allergic condition.(FR) La présente invention concerne un composé de formule (I) ou des tautomère, ou stéréoisomères, ou solvates ou des sels pharmaceutiquement acceptables de ceux-ci, dans laquelle: M1, M2, L1, L2, W1, W2, X1, X2, Y1, Y2, A, R5 et R5a sont tels que définis dans la description pour le traitement de conditions liées au blocage du canal sodique épithélial, notamment une pathologie inflammatoire ou allergique.
• Synthesis of 6-hydroxy-2-naphthoic acid from 2,6-diisopropylnaphthalene using NHPI as a key catalyst
  作者：Ryota Nakamura、Yasushi Obora、Yasutaka Ishii

  DOI：10.1016/j.tet.2009.03.013

  日期：2009.5

  A new strategy to 6-hydroxy-2-naphthoic acid (HNPA) and 4-hydroxybenzoic acid from 2,6-diisopropylnaphthalene and p-cymene, respectively, was developed using the NHPI-catalyzed aerobic oxidation as a principal reaction. 2,6-Diisopropylnaphthalene was oxidized by the oxidation with O-2 (1 atm) by NHPI (10 mol %) combined with Co(OAc)(2) (0.5 mol %) to give 6-acetyl-2 -isopropylnaphthalene, which then was converted to 6-isopropyl-2-naphthoic acid Under O-2 (1 atm) in the presence of Co(OAc)(2) (0.5 mol %) and Mn(OAc)(2) (0.5 mol %), Esterification of the resulting acid followed by the aerobic oxidation produced methyl 6-hydroxy-2-naphthoate whose hydrolysis led to the desired HNPA. An alternative route involves the oxidation of 6-acetyl-2-isopropylnaphthalene to 6-acetyl-2-naphthol on which subsequent oxidation and deacetylation gave HNPA. This method was Successfully extended to the synthesis of 4-hydroxybenzoic acid from p-cymene. (C) 2009 Elsevier Ltd, All rights reserved.