1-(3'-carbomethoxyphenyl)naphthalene | 7784-68-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(3'-carbomethoxyphenyl)naphthalene
• 英文别名: 3-(1-naphthalenyl)benzoic acid methyl ester；1-(3-Methoxycarbonyl-phenyl)-naphthalin；methyl 3-(naphthalen-1-yl)benzoate；Methyl 3-(1-naphthalenyl)benzoate；methyl 3-naphthalen-1-ylbenzoate
• CAS: 7784-68-1
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: XFUJPOFTPXVYKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  73 °C
• 沸点：
  415.7±24.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (3-chlorophenyl)magnesium bromide 在 吡啶 、 氢溴酸 、 sulfur 作用下， 生成 1-(3'-carbomethoxyphenyl)naphthalene
  参考文献：
  名称：

  Synthesis of substituted 1,8-diphenylnaphthalenes

  摘要：

  DOI：

  10.1021/jo01278a060

文献信息

• [Pd(Cl)2{P(NC5H10)(C6H11)2}2]-A Highly Effective and Extremely Versatile Palladium-Based Negishi Catalyst that Efficiently and Reliably Operates at Low Catalyst Loadings
  作者：Jeanne L. Bolliger、Christian M. Frech

  DOI：10.1002/chem.201001201

  日期：——

  electronically activated, non‐activated, deactivated, sterically hindered, heterocyclic, and functionalized aryl bromides with various (also heterocyclic) arylzinc reagents, typically within a few minutes at 100 °C in the presence of just 0.01 mol % of catalyst. Aryl bromides containing nitro, nitrile, ether, ester, hydroxy, carbonyl, and carboxyl groups, as well as acetals, lactones, amides, anilines,

  [Pd（Cl）2 P（NC 5 H 10）（C 6 H 11）2 } 2 ]（1）已通过使市售的[Pd（cod）（Cl）2 ]反应定量制备。室温下在几分钟内在N 2中与易于制备的1-（二环己基膦酰基）哌啶在甲苯中的环辛二烯）。综合大楼1已被证明是极佳的Negishi催化剂，能够将各种电子活化，非活化，失活，空间受阻，杂环和官能化的芳基溴化物与各种（也是杂环的）芳基锌试剂定量偶联，通常在几分钟内即可完成。 100°C，仅存在0.01 mol％的催化剂。含有硝基，腈，醚，酯，羟基，羰基和羧基的芳基溴化物，以及缩醛，内酯，酰胺，苯胺，烯烃，羧酸，乙酸，吡啶和嘧啶已被成功用作偶联伙伴。此外，在两个反应伙伴中都可以容忍电子和空间变化。实验观察强烈表明分子机制是有效的。
• Nickel(0)/Imidazolium Carbene Catalyst System for Efficient Cross-Coupling of Aryl Bromides and Chlorides with Organomanganese Reagents
  作者：Anne Leleu、Yves Fort、Raphaël Schneider

  DOI：10.1002/adsc.200505409

  日期：2006.6

  6-diisopropylphenyl)imidazolium chloride associated with nickel(II) acetylacetonate (3–5 mol %) was used as catalyst to efficiently cross-couple functionalized aryl bromides with organomanganese reagents. The reactions were performed between 0 °C and room temperature, giving unsymmetrical biaryls in 0.25 to 24 h with 52 to 100 % yields for isolated materials. Aryl chlorides showed slightly diminished reactivity

  N，N'-双（2,6-二异丙基苯基）咪唑鎓氯化物与乙酰丙酮镍（II）（3-5％摩尔）结合用作催化剂，以使官能化的芳基溴化物与有机锰试剂有效地交叉偶联。反应在0°C至室温之间进行，在0.25至24小时内得到不对称的联芳基，分离出的材料收率为52％至100％。芳基氯化物在Ni / 2 IPr催化的交叉偶联反应中显示出略微降低的反应性，只有使用活化的或中性的底物才能获得良好的收率。
• [EN] GUANIDINE DERIVATIVES AS INHIBITORS OF Na/H EXCHANGE IN CELLS<br/>[FR] DERIVES DE GUANIDINE, UTILISES COMME INHIBITEURS DE L'ECHANGE DE Na/H DANS LES CELLULES
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：WO1994026709A1

  公开（公告）日：1994-11-24

  (EN) Guanidine derivatives of formula (I), wherein Y is N or C-R1 (in which R1 is hydrogen, lower alkyl, hydroxy, protected hydroxy, etc.), R2 is hydrogen, aryl which may have one suitable substituent, aryloxy, etc., R3 is hydrogen, lower alkoxy, hydroxy, protected hydroxy, etc., Z is N or C-R4 (in which R4 is hydrogen, carboxy, protected carboxy, nitro, halogen, hydroxy(lower)alkyl, etc.), and W is N or C-R12 (in which R12 is hydrogen, lower alkoxy, nitro, hydroxy or protected hydroxy), and pharmaceutically acceptable salts thereof which are useful as a medicament.(FR) L'invention se rapporte à des dérivés de guanidine, représentés par la formule (I), où Y représente N ou C-R1 (où R1 représente hydrogène, alkyle inférieur, hydroxy, hydroxy protégé, etc.), R2 représente hydrogène, aryle qui peut comporter un substituant approprié, aryloxy, etc., R3 représente hydrogène, alcoxy inférieur, hydroxy, hydroxy protégé, etc., Z représente N ou C-R4 (où R4 représente hydrogène, carboxy, carboxy protégé, nitro, halogène, hydroxy alkyle (inférieur), etc.), et W représente N ou C-R12 (où R12 représente hydrogène, alcoxy inférieur, nitro, hydroxy ou hydroxy protégé), ainsi qu'à des sels pharmaceutiquement acceptables de ces dérivés, utiles comme médicaments.

  (中) 公式(I)中的guanidine衍生物，其中Y是N或C-R1（其中R1是氢，低烷基，羟基，保护羟基等），R2是氢，芳基（可能有一个适当的取代基），芳氧基等，R3是氢，低烷氧基，羟基，保护羟基等，Z是N或C-R4（其中R4是氢，羧基，保护羧基，硝基，卤素，羟基（低）烷基等），W是N或C-R12（其中R12是氢，低烷氧基，硝基，羟基或保护羟基），以及其药学上可接受的盐，可用作药物。
• Synthesis and Characterization of R₂PNP(ⁱBuNCH₂CH₂)₃N:  A New Bulky Electron-Rich Phosphine for Efficient Pd-Assisted Suzuki−Miyaura Cross-Coupling Reactions
  作者：Jesudoss V. Kingston、John G. Verkade

  DOI：10.1021/jo062452l

  日期：2007.4.1

  Pro-azaphosphatrane 1a [P((BuNCH2CH2)-Bu-i)(3)N] reacts with iodine under mild conditions to give [IP((BuNCH2CH2)-Bu-i)(3)N]I in excellent yield, which on subsequent reaction with ammonia followed by deprotonation with (KOBu)-Bu-t provided HN=P((BuNCH2CH2)-Bu-i)(3)N (3a) in quantitative yield. Reaction of 3a with R'2PCl afforded sterically bulky electron-rich phosphines of the type R'2PN=P((BuNCH2CH2)-Bu-i)(3)N (4) [R' = Ph (4a), Pr-i (4b), Bu-t (4c)]. The Pd(OAc)(2)/4c catalyst system was particularly efficient for the coupling of arylboronic acids with aryl bromides as well as aryl chlorides to give biaryls in excellent yields.
• Nickel-Catalyzed C−O Activation of Phenol Derivatives with Potassium Heteroaryltrifluoroborates
  作者：Gary A. Molander、Floriane Beaumard

  DOI：10.1021/ol101592r

  日期：2010.9.17

  A general method based on nickel-catalyzed C-O activation of various phenol derivatives with potassium (hetero)aryltrifluoroborates has been developed. A large number of heterobiaryls can be easily obtained with yields up to 99% using methanesulfonate cross-coupling partners.