5-(3-methoxy-phenyl)-pentan-2-one | 52831-89-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(3-methoxy-phenyl)-pentan-2-one
• 英文别名: 5-(3-Methoxy-phenyl)-pentan-2-on；5-(3-Methoxyphenyl)pentan-2-one
• CAS: 52831-89-7
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: COJLIHSDKOTDAW-UHFFFAOYSA-N

物化性质

• 沸点：
  168 °C(Press: 19 Torr)
• 密度：
  0.996±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• 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-(3-methoxy-phenyl)-pentan-2-one 以17%的产率得到
  参考文献：
  名称：

  SHONO TATSUYA; KISE NAOKI; SUZUMOTO TAKESHI; MORIMOTO TOSHIO, J. AMER. CHEM. SOC., 108,(1986) N 15, 4676-4677

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲氧基苯基乙酸乙酯 在 吡啶 、 sodium hydroxide 、 氯化亚砜 、 乙醇 、 sodium 、 甲苯 、 sodium iodide 作用下， 生成 5-(3-methoxy-phenyl)-pentan-2-one
  参考文献：
  名称：

  364.合成与甾醇有关的物质的实验。第七部分

  摘要：

  DOI：

  10.1039/jr9350001533

文献信息

• Electroorganic chemistry. 98. Novel intramolecular stereoselective addition of electrogenerated radical species to the aromatic ring
  作者：Tatsuya. Shono、Naoki. Kise、Takeshi. Suzumoto、Toshio. Morimoto

  DOI：10.1021/ja00275a084

  日期：1986.7

  La reduction electrochimique de derives de l'aryl-5 pentanone-2 conduit a des derives de l'(hexahydro-1,2,3,4,6,8a methyl-1) naphtol-1

  La 还原电化学 de 衍生 de l'aryl-5 pentanone-2 导管 a des 衍生 de l'(hexahydro-1,2,3,4,6,8amethyl-1)naphtol-1
• [EN] PROCESS FOR PREPARING SUBSTITUTED PHENYLALKANES<br/>[FR] PROCÉDÉ POUR PRÉPARER DES PHÉNYLALCANES SUBSTITUÉS
  申请人：MALLINCKRODT LLC

  公开号：WO2016007823A1

  公开（公告）日：2016-01-14

  The invention provides methods for preparing substituted phenylalkanes. In particular, the processes comprise reacting a phenyl boronic compound with an α-β unsaturated carbonyl-containing compound via an asymmetric 1,4-addition reaction. The processes may be useful in the synthesis of tapentadol.

  该发明提供了制备取代苯基烷烃的方法。具体而言，这些方法包括通过不对称的1,4-加成反应，将苯基硼化合物与含α-β不饱和羰基的化合物反应。这些方法可能在tapentadol的合成中有用。
• PROCESS FOR PREPARING SUBSTITUTED PHENYLALKANES
  申请人：Mallinckrodt LLC

  公开号：US20160009635A1

  公开（公告）日：2016-01-14

  The invention provides methods for preparing substituted phenylalkanes. In particular, the processes comprise reacting a phenyl boronic compound with an α-β unsaturated carbonyl-containing compound via an asymmetric 1,4-addition reaction. The processes may be useful in the synthesis of tapentadol.

  本发明提供了制备取代苯基烷烃的方法。具体而言，该方法包括通过不对称1,4-加成反应，将苯基硼化合物与α-β不饱和含羰基化合物反应。该方法可用于合成替帕痛。
• Directed, Remote Dirhodium C(sp³)-H Functionalization, Desaturative Annulation, and Desaturation
  作者：Sailu Munnuri、John R. Falck

  DOI：10.1021/jacs.2c07427

  日期：2022.10.5

  broad diversity of inorganic and organic nucleophiles including several unconventional examples, for example, ethers and acyl silanes; (2) desaturative annulation, a biomimetic 1,3-methylene C–C ring-closure with an overall loss of two hydrogens; and (3) directed desaturation for the acceptor-less, regioselective creation of γ,δ- or γ,δ,ε,ζ-olefins. Compared with typical iminyl transition-metal-mediated

  在 rt 使用CH 2 Cl 2中的Rh 2 (esp) 2从O - tosyloximes原位生成的亚氨基二铑反应中间体被用于具有挑战性的转化的灵活三分法：(1)使用极其广泛的无机和有机亲核试剂，包括几个非常规的例子，例如醚和酰基硅烷；(2)去饱和环化，一个仿生 1,3-亚甲基 C-C 闭环，总体损失了两个氢；(3) 定向去饱和，用于无受体、区域选择性地生成 γ,δ-或 γ,δ,ε,ζ-烯烃。与典型的亚氨基过渡金属介导和 1,5-氢原子转移 (1,5-HAT) 过程相比，亚氨基二铑中间体在很大程度上尚未得到充分探索，尤其是在 C(sp 3 )-H 中心方面，然而，凭借其底物广度、区域控制和难以捉摸的反应方式而具有变革性的潜力。底物范围包括苄基、烯丙基、炔丙基、叔基和 α-烷氧基中心。
• Electroreductive intramolecular coupling of nonconjugated aromatic ketones
  作者：Naoki Kise、Takeshi Suzumoto、Tatsuya Shono

  DOI：10.1021/jo00085a033

  日期：1994.3

  The electroreduction of nonconjugated aromatic ketones gave intramolecularly coupled products. The best result was obtained using an Sn cathode in i-PrOH containing tetraalkylammonium salt as a supporting electrolyte. This reductive cyclization proceeded with remarkable stereoselectivity, and the cis isomer was obtained exclusively. A variety of new bi- and polycyclic compounds were synthesized. The reaction mechanism was studied, and it was suggested that the anion radical generated by one-electron transfer to a carbonyl group attacks an aromatic ring intramolecularly. The choice of counter cation of the anion radical was critical for the reductive cyclization. Other reductive methods employing metal reducing agents were also studied. Reduction with Na in HMPA-THF gave the same cyclized product, though the yield was lower than that with the electroreduction.