2-[苄基(甲基)氨基]-1-(4-甲氧基苯基)乙酮 | 108976-12-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-[苄基(甲基)氨基]-1-(4-甲氧基苯基)乙酮
• 英文名称: 2-(benzyl(methyl)amino)-1-(4-methoxyphenyl)ethan-1-one
• 英文别名: 2-(benzyl-methyl-amino)-1-(4-methoxy-phenyl)-ethanone；2-(Benzyl-methyl-amino)-1-(4-methoxy-phenyl)-aethanon；2-[Benzyl(methyl)amino]-1-(4-methoxyphenyl)ethan-1-one；2-[benzyl(methyl)amino]-1-(4-methoxyphenyl)ethanone
• CAS: 108976-12-1
• 化学式: C₁₇H₁₉NO₂
• mdl: MFCD19336476
• 分子量: 269.343
• InChiKey: FAQNMSUSCRHMSF-UHFFFAOYSA-N

物化性质

• 沸点：
  409.5±30.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.235
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[苄基(甲基)氨基]-1-(4-甲氧基苯基)乙酮 在 氢溴酸 作用下， 生成 2-(benzyl(methyl)amino)-1-(4-hydroxyphenyl)ethan-1-one
  参考文献：
  名称：

  Sawa, Shionogi Kenkyusho Nenpo, 1952, # 2, p. 104

  摘要：

  DOI：
• 作为产物：
  描述：

  2-[(2-Iodo-benzyl)-methyl-amino]-1-(4-methoxy-phenyl)-ethanone 、 正丁基锂 以21%的产率得到
  参考文献：
  名称：

  KIHARA, MASANU;KASHIMOTO, MINORU;KOBAYASHI, YOSHIMARO;KOBAYASHI, SHIGERU, TETRAHEDRON LETT., 31,(1990) N7, C. 5347-5348

  摘要：

  DOI：

文献信息

• Electrochemical, Iodine-Mediated α-CH Amination of Ketones by Umpolung of Silyl Enol Ethers
  作者：Julia Strehl、Gerhard Hilt

  DOI：10.1021/acs.orglett.0c02068

  日期：2020.8.7

  oxidative Umpolung reaction of silyl enol ethers utilizing simple iodide salts for the synthesis of α-amino ketones is described. The products were isolated in excellent yields of up to 100%, and various functionalized starting materials were accepted in an undivided electrochemical cell design. Moreover, a sensitivity assessment to ensure an improved reproducibility of the reaction and cyclic voltammetry

  描述了利用简单的碘盐合成的α-氨基酮的甲硅烷基烯醇醚的电化学氧化Umpolung反应。分离出的产物的收率高达100％，且功能齐全的起始材料已被接受用于未拆分的电化学电池设计中。此外，为了确保反应的再现性得到改善，进行了敏感性评估，并进行了循环伏安法实验，以根据其基础推测出合理的反应机理。
• A convenient synthesis of 4-substituted 1,2,3,4-tetrahydroisoquinolin-4-ols by a novel intramolecular barbier reaction and by an insertion reaction: reaction scope and limitations
  作者：Masaru Kihara、Minoru Kashimoto、Yoshimaro Kobayashi

  DOI：10.1016/s0040-4020(01)80579-2

  日期：1992.1

  4-Substituted 1,2,3,4-tetrahydroisoquinolin-4-ols were prepared from -(2-iodobenzyl)phenacylamines by an intramolecular Barbier reaction with butyllithium and by an insertion reaction with zerovalent nickel. The scope and limitations of these reactions were discussed.

  由-（2-碘苄基）苯甲胺通过与丁基锂的分子内Barbier反应并通过与零价镍的插入反应制备4-取代的1,2,3,4-四氢异喹啉-4-醇。讨论了这些反应的范围和局限性。
• A new intramolecular barbier reaction of N-(2-iodobenzyl)phenacylamines: A convenient synthesis of 1,2,3,4-tetrahydroisoquinomn-4-ols
  作者：Masaru Kihara、Minoru Kashimoto、Yoshimaro Kobayashi、Shigeru Kobayashi

  DOI：10.1016/s0040-4039(00)98068-7

  日期：1990.1

  4-Phenyl-1,2,3,4-tetrahydroisoquinolin-4-ols were prepared by an intramolecular Barbier reaction of N-(2-iodobenzyl)phenacylamines with butyllithium in good yields.

  通过N-（2-碘苄基）苯胺与丁基锂的分子内Barbier反应以良好的收率制备4-苯基-1,2,3,4-四氢异喹啉-4-醇。
• Zinc-Acetic Acid Promoted Reductive Carbon-Nitrogen Bond Cleavage Reaction of α-Aminoketones
  作者：Hideaki Fujii、Kyoko Ishikawa、Miyuki Tomatsu、Hiroshi Nagase

  DOI：10.3987/com-13-s(s)64

  日期：——

  Scope and limitation of the reductive cleavage reaction of a-aminoketone systems with zinc-acetic acid are described. The carbon-nitrogen bond cleavage reaction was applicable to a wide range of alpha-aminoalkyl aryl ketones possessing various substituents on the aromatic ring. In contrast, a-aminoalkyl alkyl ketones with protons at the alpha'-position or alpha-aminoesters were sluggish to the carbon-nitrogen cleavage reaction.
• Substituted 1-Phenyl-2-alkylaminoethanols and -propanols¹
  作者：John R. Corrigan、Marie-Jo Sullivan、Howard W. Bishop、A. Wayne Ruddy

  DOI：10.1021/ja01120a045

  日期：1953.12