5-methoxy-7-methyl-3,4-dihydro-2H-naphthalen-1-one | 41552-25-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 5-methoxy-7-methyl-3,4-dihydro-2H-naphthalen-1-one
• 英文别名: 5-Methoxy-7-methyl-3,4-dihydro-2H-naphthalin-1-on；2-Methyl-4-methoxy-8-oxo-5,6,7,8-tetrahydro-naphthalin；3,4-Dihydro-5-methoxy-7-methyl-1-oxo-2H-naphthalin；5-Methoxy-7-methyl-tetralon-(1)；5-methoxy-7-methyl-3,4-dihydro-2H-naphthalen-1-one
• CAS: 41552-25-4
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: YTUAYXPBTHCZLU-UHFFFAOYSA-N

物化性质

• 沸点：
  132-136 °C(Press: 2 Torr)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methoxy-7-methyl-3,4-dihydro-2H-naphthalen-1-one 在 氢氧化钾 、 氢溴酸 、 一水合肼 、 溶剂黄146 作用下， 反应 2.0h， 生成 5,6,7,8-tetrahydro-3-methyl-1-naphthol
  参考文献：
  名称：

  Datta; Bagchi, Science and Culture, 1952, vol. 18, p. 95

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(2-羟基-4-甲基苯基)-4-氧代丁酸 在 盐酸 、 amalgamated zinc 、 甲苯 、 三氯氧磷 、 1,1,2,2-四氯乙烷 作用下， 生成 5-methoxy-7-methyl-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  Colouring matters of Australian Plants. III. Synthesis of 7-Methyljuglone and related compounds

  摘要：

  之前分配给 Diospyros hebecarpa A. Cunn. 的结构得到了证实。 5-羟基-7-甲基-l,4-萘醌并将其转化为 1,4-二酮-5-羟基-7-甲基-1,2,3,4-四氢萘。通过独立的 制备了 5-甲氧基-7-甲基-1,4-萘醌，并将其转化为 1,4,4,5-二酮 转化为 1,4,5-三甲氧基-7-甲基萘。

  DOI：

  10.1071/ch9530053

文献信息

• Colouring matters of Australian Plants. III. Synthesis of 7-Methyljuglone and related compounds
  作者：RG Cooke、H Dowd

  DOI：10.1071/ch9530053

  日期：——

  The structures previously assigned to two constituents of Diospyros hebecarpa A. Cunn. are confirmed by the synthesis of 5-hydroxy-7-methyl-l,4-naphthoquinone and its conversion to 1,4-diketo-5-hydroxy-7-methyl-1,2,3,4-tetrahydronaphthalene. By an independent route 5-methoxy-7-methyl-l,4-naphthoquinone has also been prepared, and has been converted to 1,4,5-trimethoxy-7-methylnaphthalene.

  之前分配给 Diospyros hebecarpa A. Cunn. 的结构得到了证实。 5-羟基-7-甲基-l,4-萘醌并将其转化为 1,4-二酮-5-羟基-7-甲基-1,2,3,4-四氢萘。通过独立的 制备了 5-甲氧基-7-甲基-1,4-萘醌，并将其转化为 1,4,4,5-二酮 转化为 1,4,5-三甲氧基-7-甲基萘。
• New total synthesis of (±)-herbertene, (±)-β-herbertenol and (±)-herbertenediol
  作者：Pranab Dutta Gupta、Ashutosh Pal、Arnab Roy、Debabrata Mukherjee

  DOI：10.1016/s0040-4039(00)01298-3

  日期：2000.9

  The total syntheses of the herbertane sesquiterpenes (±)-herbertene (1), (±)-β-herbertenol (2) and (±)-herbertenediol (5) have been successfully accomplished involving copper-catalysed conjugate addition of Grignard reagents to unsaturated compounds and α,α-dimethylation of primary esters as key reactions.

  赫伯坦倍半萜烯（±）-香波烯（1），（±）-β-香波烯醇（2）和（±）-香波烯二醇（5）的总合成已成功完成，其中涉及将铜催化剂与格氏试剂共轭加成到不饱和化合物和伯酯的α，α-二甲基化反应为关键反应。
• Development of Asymmetric Deacylative Allylation
  作者：Alexander J. Grenning、Christie K. Van Allen、Tapan Maji、Simon B. Lang、Jon A. Tunge

  DOI：10.1021/jo400793a

  日期：2013.7.19

  Herein we present the development of asymmetric deacylative allylation of ketone enolates. The reaction directly couples readily available ketone pronucleophiles with allylic alcohols using facile retro-Claisen cleavage to form reactive intermediates in situ. The simplicity and robustness of the reaction conditions is demonstrated by the preparation of >6 g of an allylated tetralone from commercially available materials. Furthermore, use of nonracemic PHOX ligands allows intermolecular formation of quaternary stereocenters directly from allylic alcohols.
• Derivatives of 3,4-dihydro-1(2H)-naphthalenone as .beta.-adrenergic blocking agents. 2. Aromatic-substituted analogs of bunolol
  作者：Charles F. Schwender、Russell E. Pike、John Shavel

  DOI：10.1021/jm00261a020

  日期：1973.3
• 425. Studies in mycological chemistry. Part V. Synthesis of 2 : 5-dihydroxy-7-methyl-1 : 4-naphthaquinone
  作者：J. E. Davies、John C. Roberts

  DOI：10.1039/jr9560002173

  日期：——