methyl 8-methoxy-2-naphthoate | 33295-54-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 8-methoxy-2-naphthoate
• 英文别名: 8-methoxy-[2]naphthoic acid methyl ester；8-Methoxy-[2]naphthoesaeure-methylester；Methyl 8-methoxynaphthalene-2-carboxylate
• CAS: 33295-54-4
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: SUSOUDKBQLHWGY-UHFFFAOYSA-N

物化性质

• 沸点：
  344.1±15.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 8-methoxy-2-naphthoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 8-Methoxy-2-hydroxymethyl-naphthalin
  参考文献：
  名称：

  Horii,Z.-I. et al., Chemical and pharmaceutical bulletin, 1971, vol. 19, p. 1245 - 1256

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl (2Z)-3,3-dimethoxy-2-[(2-methoxyphenyl)methylidene]butanoate 生成 methyl 8-methoxy-2-naphthoate
  参考文献：
  名称：

  Sequential acetalization-pyrolysis of .alpha.-acetylcinnamates and .alpha.-acetylbenzalacetones. A method for the generation of 2-carbonyl-substituted naphthalenes

  摘要：

  DOI：

  10.1021/jo00288a054

文献信息

• A Photocatalyzed Synthesis of Naphthalenes by Using Aniline as a Traceless Directing Group in [4 + 2] Annulation of Amino-benzocyclobutenes with Alkynes
  作者：Qile Wang、Nan Zheng

  DOI：10.1021/acscatal.7b00716

  日期：2017.6.2

  We report a visible-light-promoted synthesis of substituted naphthalenes via [4 + 2] annulation of amino-benzocyclobutenes with alkynes. Amino-benzocyclobutenes, which are conveniently synthesized by [2 + 2] cycloaddition of arynes with ketenes followed by reductive amination, undergo regioselective opening of the cyclobutenyl ring to reveal a presumably distonic radical cation upon photooxidation

  我们报告了通过[4 + 2]与炔烃的氨基苯并环丁烯环化的可见光促进的取代萘的合成。氨基-苯并环丁烯通常是通过[2 + 2]芳烃与乙烯酮的环加成反应，然后进行还原性胺化反应而方便地合成的，它们在环丁烯基环的区域选择性打开，从而在被激发的铱络合物进行光氧化时显示出大概为歧离的自由基阳离子。二硅烷基自由基阳离子与末端和内部炔烃以及二炔进行环化反应，得到结构上各异的萘。环空的区域化学遵循向炔烃中添加亲核碳自由基所显示的模式。
• Metal-ammonia reduction and reductive alkylation of N-alkylnaphthalenesulfonamides. A new route to substituted naphthalenes
  作者：H. J. E. Loewenthal、L. Gottlieb

  DOI：10.1021/jo00035a018

  日期：1992.4

  Conditions have been found for 1,4-reduction of aromatic sulfonamides (conveniently monitored by electrical conductivity), using metals in THF/liquid ammonia on the pre-formed N-lithium salts (BuLi), without concomitant C-S reductive cleavage. The resulting 1,4-dihydro compounds could be alkylated, either in situ (in the case of simple unfunctionalized halides only) or, following isolation, after further N-alkylation and then forming the monoanion, or after forming the dianion of the N-monoalkylated dihydrosulfonamide, generally using as base n-butyllithium (a simple titration procedure). In the former case functionalized electrophiles (bromo esters, chloroformates) could be utilized. The ratio of alpha- to gamma-alkylation was dependent on the method of alkylation, the reaction medium, the nature of the N-alkyl group(s), and whether a monoanion or a dianion served as substrate. Gamma-Alkylation products could in some cases be further alpha-substituted. The alpha-substituted products aromatized, with loss of SO2 and amine, by heating, whereas gamma-substitution products required hydrolysis by aqueous alkali; this greatly facilitated separation where mixtures were formed. Thus, this dihydrosulfonamide route constitutes a novel and nucleophilic route to 1-substituted, 2-substituted, and, notably, 1,3-disubstituted naphthalenes.
• Synthesis of 3,3-diisopropyl-4-methoxy-4-(siloxy-2-naphthyl)-1,2-dioxetanes and their F−-induced chemiluminescent decomposition
  作者：Nobuko Watanabe、Hisako Kobayashi、Mitsunori Azami、Masakatsu Matsumoto

  DOI：10.1016/s0040-4020(99)00336-1

  日期：1999.5

  Six isomeric 3,3-diisopropyl-4-methoxy-4-(siloxy-2-napthyl)-1,2-dioxetanes (3) were synthesized and their F--induced chemiluminescencent decomposition were examined in DMSO. The 'odd/even' relationship in (CL)-C-Phi holds for all the dioxetanes (3). On the other band, the 'odd/even' relationship in emission half-lives t(1/2) is observed for dioxetanes (3e-3f) with a trigger on the ring B but not for dioxetanes (3a and 3b) with a trigger on the ring A. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Synth�se du 4-m�thoxy-6,7-m�thyl�ne-dioxy-ph�nanthr�ne et de l?acide 4-m�thoxy-5,6-m�thyl�ne-dioxy-9-ph�nanthr�ne-carbonique
  作者：A. Girardet

  DOI：10.1002/hlca.19310140149

  日期：——
• ZOELLER, JOSEPH R.;SUMNER, CHARLES E. (JR), J. ORG. CHEM., 55,(1990) N, C. 319-324
  作者：ZOELLER, JOSEPH R.、SUMNER, CHARLES E. (JR)

  DOI：——

  日期：——