1-(3-bromophenyl)-3-methoxy-1-propanone | 137039-82-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-bromophenyl)-3-methoxy-1-propanone
• 英文别名: 1-(3-Bromophenyl)-3-methoxypropan-1-one
• CAS: 137039-82-8
• 化学式: C₁₀H₁₁BrO₂
• 分子量: 243.1
• InChiKey: PGBRKRVZDULKOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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-(3-bromophenyl)-3-methoxy-1-propanone 在 盐酸 、 三氟甲磺酸酐 、 溶剂黄146 、 zinc(II) iodide 作用下， 以 二氯甲烷 为溶剂， 反应 104.0h， 生成 ethyl 2-(3-bromophenyl)-2-hydroxy-4-methoxybutanoate
  参考文献：
  名称：

  Synthesis and muscarinic cholinergic receptor affinities of 3-quinuclidinyl .alpha.-(alkoxyalkyl)-.alpha.-aryl-.alpha.-hydroxyacetates

  摘要：

  Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By contrast, an oxygen in the gamma-position did not change the affinity for the muscarinic receptor. However, when a bromine was placed on the remaining phenyl ring, the affinity was significantly reduced in striking contrast to results obtained on halogenation of QNB.

  DOI：

  10.1021/jm00114a006
• 作为产物：
  描述：

  3'-溴苯乙酮 在 sodium carbonate 、 三氟乙酸 、 diisopropylammonium trifluoroacetate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 生成 1-(3-bromophenyl)-3-methoxy-1-propanone
  参考文献：
  名称：

  Oxa-Michael addition promoted by the aqueous sodium carbonate

  摘要：

  An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of beta-alkoxycarbonyl compounds. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.019