3-[benzyl(ethyl)amino]-1-(4-methoxyphenyl)propan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[benzyl(ethyl)amino]-1-(4-methoxyphenyl)propan-1-one
• 化学式: C₁₉H₂₃NO₂
• 分子量: 297.397
• InChiKey: ANVPZQKAODCVQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-[benzyl(ethyl)amino]-1-(4-methoxyphenyl)propan-1-one 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以89%的产率得到3-[Benzyl(ethyl)amino]-1-(4-methoxyphenyl)propan-1-ol
  参考文献：
  名称：

  A Straightforward and Efficient Method for the Synthesis of Diversely Substituted β-Aminoketones and γ-Aminoalcohols from 3-(N,N-Dimethylamino)propiophenones as Starting Materials

  摘要：

  Libraries of novel beta-aminoketones and gamma-aminoalcohols showing a wide structural diversity were easily obtained from a simple approach, using 3-(N,N-dimethylamino)propiophenone derivatives as key starting material. The procedure involved initially an N-alkylation of secondary benzylamines with propiophenone salts yielding the desired beta-aminoketones. Chemical or catalytic reduction of their carbonyl groups provided the final gamma-aminoalcohols in good yields. This protocol proved to be convenient as an alternative route for the synthesis of the local anesthetic Falicain (R) and for the topic antifungal drug Naftifine (R).

  DOI：

  10.5935/0103-5053.20130177
• 作为产物：
  描述：

  1-(4-甲氧基苯基)-3-二甲氨基-1-丙酮 、 N-乙基苄胺 以 1,4-二氧六环 、 三乙胺 为溶剂， 以90%的产率得到3-[benzyl(ethyl)amino]-1-(4-methoxyphenyl)propan-1-one
  参考文献：
  名称：

  A Straightforward and Efficient Method for the Synthesis of Diversely Substituted β-Aminoketones and γ-Aminoalcohols from 3-(N,N-Dimethylamino)propiophenones as Starting Materials

  摘要：

  Libraries of novel beta-aminoketones and gamma-aminoalcohols showing a wide structural diversity were easily obtained from a simple approach, using 3-(N,N-dimethylamino)propiophenone derivatives as key starting material. The procedure involved initially an N-alkylation of secondary benzylamines with propiophenone salts yielding the desired beta-aminoketones. Chemical or catalytic reduction of their carbonyl groups provided the final gamma-aminoalcohols in good yields. This protocol proved to be convenient as an alternative route for the synthesis of the local anesthetic Falicain (R) and for the topic antifungal drug Naftifine (R).

  DOI：

  10.5935/0103-5053.20130177

文献信息

• A Straightforward and Efficient Method for the Synthesis of Diversely Substituted β-Aminoketones and γ-Aminoalcohols from 3-(<i>N,N</i>-Dimethylamino)propiophenones as Starting Materials
  作者：Rodrigo Abonia、Danny Arteaga、Juan Castillo、Braulio Insuasty、Jairo Quiroga、Alejandro Ortíz

  DOI：10.5935/0103-5053.20130177

  日期：——

  Libraries of novel beta-aminoketones and gamma-aminoalcohols showing a wide structural diversity were easily obtained from a simple approach, using 3-(N,N-dimethylamino)propiophenone derivatives as key starting material. The procedure involved initially an N-alkylation of secondary benzylamines with propiophenone salts yielding the desired beta-aminoketones. Chemical or catalytic reduction of their carbonyl groups provided the final gamma-aminoalcohols in good yields. This protocol proved to be convenient as an alternative route for the synthesis of the local anesthetic Falicain (R) and for the topic antifungal drug Naftifine (R).