1-乙基-7-甲氧基萘 | 23076-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-乙基-7-甲氧基萘
• 英文名称: 1-Ethyl-7-methoxy-naphthalin
• 英文别名: 1-Ethyl-7-methoxynaphthalene
• CAS: 23076-74-6
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: IZOJENZMNYQGIR-UHFFFAOYSA-N

物化性质

• 沸点：
  120 °C(Press: 0.1 Torr)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-乙基-7-甲氧基萘 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 8-Ethyl-<2>naphthol
  参考文献：
  名称：

  立体受阻的亲电芳香取代基中σ-复杂中间体的立体化学。（关于重氮偶合反应的第20次交流）†

  摘要：

  已经测量了重氮化的磺胺酸与9种2-萘酚衍生物的重氮偶合反应的动力学，所述2-萘酚各自在8位上具有取代基。反应通过一般的碱催化进行。已经从速率测量中评估了在存在变化浓度的碱（吡啶）存在下形成稳态中间体的速率常数（k 1）。类似地，已经确定了比率k 2 / k 1（其中k 2是质子从稳态中间体向碱的转移的速率常数，k -1是中间体解离的速率常数）。日志的依赖ķ 1上σ +米和比ķ 2 / ķ -1上的位阻参数ř ˚F（在本文所定义）被解释为证据稳态中间现有作为benzodienoneσ络合物与SP 3 -氢在拟赤道位置上键合，亲电体在拟轴上位。可以排除中间体引起的空间不稳定。因此，对比率k 2 / k -1的空间影响是由于对k 2的空间影响只要。如动力学氢同位素效应所示，8-（2'-吡啶基）-2-萘酚的重氮偶合受到分子内碱催化。

  DOI：

  10.1002/hlca.19700530606
• 作为产物：
  描述：

  1,4-dihydro-7-methoxy-N-(1',1'-dimethylpropyl)naphthalene-1-sulfonamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 1-乙基-7-甲氧基萘
  参考文献：
  名称：

  Metal-ammonia reduction and reductive alkylation of N-alkylnaphthalenesulfonamides. A new route to substituted naphthalenes

  摘要：

  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.

  DOI：

  10.1021/jo00035a018

文献信息

• PROCESS FOR THE SYNTHESIS OF (METHOXY-1-NAPHTHYL) ACETONITRILE AND APPLICATION IN THE SYNTHESIS OF AGOMELATINE
  申请人：Dubuffet Thierry

  公开号：US20100137628A1

  公开（公告）日：2010-06-03

  Process for the industrial synthesis of the compound of formula (I) Application of such process in the synthesis of agomelatine.

  公式（I）化合物的工业合成过程，以及该过程在阿戈美拉汀的合成中的应用。
• Process for the synthesis of (7-methoxy-1-naphthyl) acetonitrile and its application in the synthesis of agomelatine
  申请人：Souvie Jean-Claude

  公开号：US20090118544A1

  公开（公告）日：2009-05-07

  A process for the industrial synthesis of the compound of formula (I) Application in the synthesis of agomelatine.

  一种用于工业合成式(I)化合物的过程。应用于阿戈美拉汀的合成。
• NOVEL BICYCLIC PYRIDINONES AS GAMMA-SECRETASE MODULATORS
  申请人：PFIZER INC.

  公开号：US20160229847A1

  公开（公告）日：2016-08-11

  Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula II as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

  本发明揭示了化合物及其药学上可接受的盐，其中该化合物具有规定在规范中的II式结构。还揭示了相应的药物组合物、治疗方法、合成方法和中间体。
• Mitsuhashi,K. et al., Chemical and pharmaceutical bulletin, 1969, vol. 17, # 3, p. 434 - 453
  作者：Mitsuhashi,K. et al.

  DOI：——

  日期：——
• BORONDIFLUORIDE COMPLEXES OF CURCOMINOID COMPOUNDS, METHOD OF PREPARATION AND USES THEREOF
  申请人：UNIVERSITE D'AIX MARSEILLE

  公开号：US20210340163A1

  公开（公告）日：2021-11-04

  The present invention relates to new borondifluoride complexes of curcuminoid compounds with an enhanced fluorescence quantum yield and emission, and their uses as fluorophore in various fields such as bioimaging, therapeutics, theranostics, display and telecommunication technologies, photovoltaics. The preparation said compounds is also described.