1-(4-methoxyphenylamino)-1-phenylpropan-2-one | 1012886-41-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxyphenylamino)-1-phenylpropan-2-one
• 英文别名: 1-(4-Methoxyanilino)-1-phenylpropan-2-one；1-(4-methoxyanilino)-1-phenylpropan-2-one
• CAS: 1012886-41-7
• 化学式: C₁₆H₁₇NO₂
• 分子量: 255.316
• InChiKey: WTVUZCIOKSIWLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲酸 、 1-(4-methoxyphenylamino)-1-phenylpropan-2-one 在 乙酸酐 、 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以54%的产率得到N-(2-氧代-1-苯基丙基)甲酰胺
  参考文献：
  名称：

  Electroreductive acylation of aromatic imines with acylimidazoles

  摘要：

  The intermolecular reductive coupling of aromatic imines with acylimidazoles was effected by electroreduction in the presence of chlorotrimethylsilane and gave a-amino-a-aryl ketones. This method was also effective for the synthesis of alpha-amino-alpha-aryl esters using methoxycarbonylimidazole as an electrophile. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.106
• 作为产物：
  描述：

  1-乙酰基咪唑 、 4-methoxy-N-[(E)-phenylmethylidene]aniline 在 三甲基氯硅烷 、 tert-butylammonium hexafluorophosphate(V) 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以60%的产率得到1-(4-methoxyphenylamino)-1-phenylpropan-2-one
  参考文献：
  名称：

  Electroreductive acylation of aromatic imines with acylimidazoles

  摘要：

  The intermolecular reductive coupling of aromatic imines with acylimidazoles was effected by electroreduction in the presence of chlorotrimethylsilane and gave a-amino-a-aryl ketones. This method was also effective for the synthesis of alpha-amino-alpha-aryl esters using methoxycarbonylimidazole as an electrophile. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.106

文献信息

• Asymmetric Synthesis of α-Amino Ketones by Brønsted Acid Catalysis
  作者：Wei Wen、Yu Zeng、Li-Yu Peng、Li-Na Fu、Qi-Xiang Guo

  DOI：10.1021/acs.orglett.5b01972

  日期：2015.8.7

  The highly efficient, regioselective, and enantioselective transfer hydrogenation of α-keto ketimines and reductive amination of diketones by Brønsted acid catalysis is described. A series of chiral α-amino ketones is prepared in high yields (up to >99%), excellent regioselectivities (up to >99:1), and enantioselectivities (up to 98% ee). This method has broad substrate scope.

  描述了通过布朗斯台德酸催化的α-酮基酮亚胺的高效，区域选择性和对映选择性转移氢化和二酮的还原胺化。以高收率（最高> 99％），优异的区域选择性（最高> 99：1）和对映选择性（最高98％ee）制备了一系列手性α-氨基酮。该方法具有广泛的基材范围。
• Electroreductive acylation of aromatic imines with acylimidazoles
  作者：Naoki Kise、Shinji Morimoto

  DOI：10.1016/j.tet.2007.11.106

  日期：2008.2

  The intermolecular reductive coupling of aromatic imines with acylimidazoles was effected by electroreduction in the presence of chlorotrimethylsilane and gave a-amino-a-aryl ketones. This method was also effective for the synthesis of alpha-amino-alpha-aryl esters using methoxycarbonylimidazole as an electrophile. (c) 2007 Elsevier Ltd. All rights reserved.