1-(4-chlorophenyl)-2-(2-methoxyphenyl)ethanone | 66495-77-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-chlorophenyl)-2-(2-methoxyphenyl)ethanone
• CAS: 66495-77-0
• 化学式: C₁₅H₁₃ClO₂
• mdl: MFCD11545108
• 分子量: 260.72
• InChiKey: XOXJGWQCZKTMSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 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：

  1-(4-chlorophenyl)-2-(2-methoxyphenyl)ethanone 、 氢碘酸 以51%的产率得到
  参考文献：
  名称：

  SEEMUTH P. D.; ZIMMER H., J. ORG. CHEM., 1978, 43, NO 15, 3063-3065

  摘要：

  DOI：
• 作为产物：
  描述：

  硅烷,[2-(溴甲基)苯氧基](1,1-二甲基乙基)二甲基- 在 四甲基氟化铵 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 1-(4-chlorophenyl)-2-(2-methoxyphenyl)ethanone
  参考文献：
  名称：

  Nucleophilic Acylation of o-Quinone Methides:  An Umpolung Strategy for the Synthesis of α-Aryl Ketones and Benzofurans

  摘要：

  The synthesis of alpha-aryl ketones is accomplished by the direct nucleophilic acylation of o-quinone methide electrophiles. In this process, two reactive intermediates, carbonyl anions and o-quinone methides, are generated in one flask upon treatment of the corresponding thiazolium carbinols and silyl protected phenols with a soluble fluoride source. These intermediates then undergo productive addition reactions to afford the desired alpha-aryl ketone adducts. This new strategy has been applied to a short synthesis of the natural product demethylmoracin I.

  DOI：

  10.1021/ja068189n

文献信息

• Large-Scale Preparation of Polyfunctional Benzylic Zinc Reagents by Direct Insertion of Zinc Dust into Benzylic Chlorides in the Presence of Lithium Chloride
  作者：Paul Knochel、Albrecht Metzger、Christian Argyo

  DOI：10.1055/s-0029-1217134

  日期：2010.3

  prepared by the direct insertion of commercially available zinc dust into the corresponding benzylic chlorides in the presence of stoichiometric amount of lithium chloride. These polyfunctional zinc organometallics react with various electrophiles leading to a broad range of functionalized products. insertion - zinc organometallics - zinc - benzylic zinc chlorides - lithium chloride

  通过在化学计量的氯化锂的存在下将可商购的锌粉直接插入相应的苄基氯化物中来制备高度官能化的苄基氯化锌。这些多官能锌有机金属化合物可与各种亲电试剂反应，从而产生多种官能化产物。 插入-有机金属锌-锌-苄基氯化锌-氯化锂
• Nucleophilic Acylation of <i>o-</i>Quinone Methides:  An Umpolung Strategy for the Synthesis of α-Aryl Ketones and Benzofurans
  作者：Anita E. Mattson、Karl A. Scheidt

  DOI：10.1021/ja068189n

  日期：2007.4.1

  The synthesis of alpha-aryl ketones is accomplished by the direct nucleophilic acylation of o-quinone methide electrophiles. In this process, two reactive intermediates, carbonyl anions and o-quinone methides, are generated in one flask upon treatment of the corresponding thiazolium carbinols and silyl protected phenols with a soluble fluoride source. These intermediates then undergo productive addition reactions to afford the desired alpha-aryl ketone adducts. This new strategy has been applied to a short synthesis of the natural product demethylmoracin I.
• SEEMUTH P. D.; ZIMMER H., J. ORG. CHEM., 1978, 43, NO 15, 3063-3065
  作者：SEEMUTH P. D.、 ZIMMER H.

  DOI：——

  日期：——