1-(4-bromophenyl)-3-methoxy-2-methylpropan-1-one | 49661-00-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-bromophenyl)-3-methoxy-2-methylpropan-1-one
• CAS: 49661-00-9
• 化学式: C₁₁H₁₃BrO₂
• 分子量: 257.127
• InChiKey: ZCGWYYBANGXVKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  甲醇 、 4'-溴苯丙酮 在 potassium phosphate 作用下， 以80 %的产率得到1-(4-bromophenyl)-3-methoxy-2-methylpropan-1-one
  参考文献：
  名称：

  Magnetic MoS₂ efficient heterogeneous photocatalyst for the α-methoxymethylation and aminomethylation of aromatic ketones

  摘要：

  设计并应用磁性 MoS2 量子点作为高效光催化剂，使用甲醇作为绿色的 C1 源，在室温下在空气中可见光照射下，对芳香酮进行α-甲氧甲基化和氨基甲基化反应。

  DOI：

  10.1039/d2cy01831d

文献信息

• Visible-light-promoted α-methoxymethylation and aminomethylation of ketones with methanol as the C1 source
  作者：Jingya Yang、Cai Liu、Hongyan Zhou、Rundong Fan、Ben Ma、Zheng Li

  DOI：10.1039/d1ob00765c

  日期：——

  Visible-light-promoted α-methoxymethylation and aminomethylation of ketones using methanol as a sustainable C1 source have been developed. With rose bengal as the photosensitizer and air as the green oxidant, the methoxymethylation reactions proceeded smoothly under visible light irradiation at ambient temperature. Additionally, a one-pot one-step α-aminomethylation of ketones was achieved by adding

  已开发出使用甲醇作为可持续 C1 源的可见光促进的 α-甲氧基甲基化和酮的氨基甲基化。以玫瑰红为光敏剂，空气为绿色氧化剂，在常温可见光照射下，甲氧基甲基化反应顺利进行。此外，通过添加 N- 亲核试剂实现了酮的一锅一步 α-氨基甲基化。初步机理研究表明，该反应主要通过自由基途径进行。
• Cobalt-Catalyzed α-Methoxymethylation and Aminomethylation of Ketones with Methanol as a C1 Source
  作者：Jingya Yang、Shuwen Chen、Hongyan Zhou、Chengqi Wu、Ben Ma、Jianliang Xiao

  DOI：10.1021/acs.orglett.8b02892

  日期：2018.11.2

  Using methanol as a sustainable C1 source, cobalt-catalyzed alpha-methoxymethylation and alpha-aminomethylation of ketones have been developed. With cheap CoCl2 center dot 6H(2)O as catalyst and TBHP as oxidant, the methoxymethylated products were obtained within a short reaction time in up to 91% yield. Based on the observed reversibility of methoxy adduct to enone, the alpha-aminomethylation of ketones was then achieved by a one-pot methylenation/aza-Michael addition sequence. In addition, an easy way to convert alpha-methoxymethyl ketones to alpha-aminomethyl ketones has been discovered.
• Inotropic, vasodilator and low Km, cAMP-selective, cGMP-inhibited phosphodiesterase (PDE III) inhibitory activities of 4a-methyl-4,4a-dihydro-5H-indeno[1,2-c]pyridazin-3(2H)-ones and 4a-methyl-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-ones
  作者：SJ Bakewell、WJ Coates、MB Comer、ML Reeves、BH Warrington

  DOI：10.1016/0223-5234(90)90196-a

  日期：1990.11

  Novel 7-substituted-4,4a-dihydro-4a-methyl-5H-indenol[1,2-c]pyridazin-3[2H]-ones and 8-substituted-4a-methylbenzo[h]cinnolin-3[2H]-ones have been synthesized and their PDE III inhibitory, inotropic and vasodilator potencies compared with those of their normethyl analogues and their bicyclic 4,5-dihydro-6-phenylpyridazinone analogues. The structure-activity relationships of the tricyclic pyridazinones differ from those of bicyclic pyridazinones mainly in respect of the effect of introducing the methyl group into the pyridazinone ring. Whilst in the 4,5-dihydro-6-phenylpyridazin-3(2H)-ones, introduction of a 5-methyl group has been widely reported to lead to compounds of significantly greater potency, the novel tricyclic 4a-methylpyridazinones showed similar levels of inotropic, vasodilator and PDE III inhibitory potency to their normethyl analogues. Possible reasons for this difference in behaviour are discussed.
• US4755511A
  申请人：——

  公开号：US4755511A

  公开（公告）日：1988-07-05
• Magnetic MoS₂ efficient heterogeneous photocatalyst for the α-methoxymethylation and aminomethylation of aromatic ketones
  作者：Ya-Meng Wang、Wen-Jing Li、Miao-Miao Wang、Mo Zhang、Zhan-Hui Zhang

  DOI：10.1039/d2cy01831d

  日期：——

  Magnetic MoS₂ quantum dots are designed and applied as an efficient photocatalyst for the α-methoxymethylation and aminomethylation of aromatic ketones using methanol as a green C1 source in air under visible-light irradiation at room temperature.

  设计并应用磁性 MoS2 量子点作为高效光催化剂，使用甲醇作为绿色的 C1 源，在室温下在空气中可见光照射下，对芳香酮进行α-甲氧甲基化和氨基甲基化反应。