4-(4-methoxy-phenyl)-2-methyl-4-oxo-butyric acid methyl ester | 5750-10-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-methoxy-phenyl)-2-methyl-4-oxo-butyric acid methyl ester
• 英文别名: 4-(4-Methoxy-phenyl)-2-methyl-4-oxo-buttersaeure-methylester；Methyl 4-(4-methoxyphenyl)-2-methyl-4-oxobutanoate
• CAS: 5750-10-7
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: NOOZVMGEXIXATI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲基琥珀酸酐 在 三氯化铝 、 硝基苯 作用下， 生成 4-(4-methoxy-phenyl)-2-methyl-4-oxo-butyric acid methyl ester
  参考文献：
  名称：

  Mehta; Bokil; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1943, vol. 12/3 A, p. 64

  摘要：

  DOI：

文献信息

• TBADT‐Mediated C‐C Bond Formation Exploiting Aryl Aldehydes in a Photochemical Flow Reactor
  作者：Adam Cruise、Marcus Baumann

  DOI：10.1002/cctc.202201328

  日期：2023.1.20

  Scaled Photochemical Reactions: A continuous flow approach for the photochemical synthesis of β-ketonitriles and related species is presented. This approach tolerates (hetero)aromatic substrates and uses readily available TBADT as an effective HAT catalyst reaching throughputs of up to 41 mmol/h.

  缩放光化学反应：提出了一种用于光化学合成 β-酮腈和相关物种的连续流动方法。这种方法可耐受（杂）芳族底物，并使用现成的 TBADT 作为有效的 HAT 催化剂，达到高达 41 mmol/h 的吞吐量。
• Acyl radicals: intermolecular and intramolecular alkene addition reactions
  作者：Dale L. Boger、Robert J. Mathvink

  DOI：10.1021/jo00031a021

  日期：1992.2

  A full study of the use of phenyl selenoesters as precursors to acyl radicals and their subsequent participation in intermolecular and intramolecular alkene addition reactions is detailed. Primary alkyl-, vinyl-, and aryl-substituted acyl radicals generated by Bu3SnH treatment of the corresponding phenyl selenoesters participate cleanly in intermolecular addition reactions with alkenes bearing electron-withdrawing or radical-stabilizing substituents at rates that exceed those of the potentially competitive decarbonylation or reduction. Similarly, their intramolecular addition to activated or unactivated alkenes proceeds without significant competitive reduction or decarbonylation and at rates generally greater-than-or-equal-to 1 x 10(6) s-1 with some occurring at rates greater-than-or-equal-to 3 x 10(7) s-1. Consistent with their behavior in intermolecular addition reactions, the 5-exo-trig cyclizations of secondary and tertiary alkyl-substituted acyl radicals to an unactivated olefin acceptor may be accompanied by varying degrees of decarbonylation, even under low-temperature free-radical reaction conditions. Studies are presented which suggest that the intramolecular additions of acyl radicals to alkenes under the conditions detailed herein may be regarded as irreversible, kinetically controlled processes which exhibit regioselectivity that is predictable based on well-established empirical rules set forth for the analogous free-radical cyclization reactions of alkyl radicals.
• Phenyl selenoesters as effective precursors of acyl radicals for use in intermolecular alkene addition reactions
  作者：Dale L. Boger、R. J. Mathvink

  DOI：10.1021/jo00269a001

  日期：1989.4
• BOGER, D. L.;MATHVINK, R. J., J. ORG. CHEM., 54,(1989) N, C. 1777-1779
  作者：BOGER, D. L.、MATHVINK, R. J.

  DOI：——

  日期：——
• Mehta; Bokil; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1943, vol. 12/3 A, p. 64
  作者：Mehta、Bokil、Nargund

  DOI：——

  日期：——