3-[(4-fluorophenyl)amino]-1,3-diphenylpropan-1-one | 1734-68-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-[(4-fluorophenyl)amino]-1,3-diphenylpropan-1-one
• 英文别名: 3-(4-fluorophenylamino)-1,3-diphenylpropan-1-one；3-(4-fluoroanilino)-1,3-diphenyl-1-propanone；3-(4-Fluor-anilino)-1.3-diphenyl-propan-1-on；3-(4-fluoroanilino)-1,3-diphenylpropan-1-one
• CAS: 1734-68-5
• 化学式: C₂₁H₁₈FNO
• 分子量: 319.378
• InChiKey: BRZKBLZFCBNRTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙酮 、 4-fluoro-N-(phenylmethylene)- benzenamine 在 盐酸 作用下， 以 乙醇 为溶剂， 以80%的产率得到3-[(4-fluorophenyl)amino]-1,3-diphenylpropan-1-one
  参考文献：
  名称：

  Synthesis of Unsymmetrical  -Arylaminoketones

  摘要：

  Azomethines derived from aniline were condensed with acetophenone derivatives to obtain new unsymmetrical beta-arylaminoketones.

  DOI：

  10.1023/b:rugc.0000042429.06729.93

文献信息

• Bi(NO3)3•5H2O: An Efficient and Green Catalyst for Synthesis of 1,5-Benzodiazepines and b-Amino Carbonyl Compounds
  作者：Jaspreet Kaur Rajput、Gagandeep Kaur

  DOI：10.14233/ajchem.2013.14353

  日期：——

  Bismuth nitrate pentahydrate is found to be an efficient catalyst for the synthesis of 1,5-benzodiazepines and b-amino carbonyl compounds using condensation of o-phenylenediamine with ketones and one pot three component Mannich reaction, respectively under solvent free conditions at room temperature. This method offers a simple, solvent free, room temperature, environment friendly synthesis of 1,5-benzodiazepines and b-amino carbonyl compounds. The products are isolated by column chromatography and recrystallization, respectively and were characterized by their melting point, IR and 1H NMR spectroscopy.

  五水合硝酸铋被发现是一种高效的催化剂，可在无溶剂、室温条件下分别通过邻苯二胺与酮的缩合反应以及一锅法三组分曼尼希反应合成1,5-苯二氮杂卓和β-氨基羰基化合物。这种方法提供了一种简单、无溶剂、室温、环境友好的合成1,5-苯二氮杂卓和β-氨基羰基化合物的方式。产物分别通过柱层析和重结晶进行分离，并利用熔点、红外光谱和核磁共振氢谱进行表征。
• Starch solution as an efficient and environment-friendly catalyst for one-pot synthesis of β-aminoketones and 2,3-dihydroquinazolin-4(1H)-ones in EtOH
  作者：Malek Taher Maghsoodlou、Naimeh Khorshidi、Mir Rasul Mousavi、Nourallah Hazeri、Sayyed Mostafa Habibi-Khorassani

  DOI：10.1007/s11164-014-1839-7

  日期：2015.10

  An efficient, practical and atom-efficient method has been developed for the preparation of β-aminoketones and 2,3-dihydroquinazoline-4(1H)-ones via multicomponent one-pot reaction in starch solution as an entirely green catalyst. The advantages of this novel protocol are high yields, short reaction time, simple methodology, easy work-up and purification, lack of toxicity and eco-friendly catalyst. .

  一种高效、实用且原子经济的方法已经开发出来，用于通过多组分一锅法反应在淀粉溶液中作为完全绿色催化剂制备β-氨基酮和2,3-二氢喹唑啉-4(1H)-酮。这一新方法的优势在于高产率、短反应时间、简单的方法学、易于后续处理和纯化、无毒性和生态友好型催化剂。
• Reusable 1,2,4-Triazolium Based Brønsted Acidic Room Temperature Ionic Liquids as Catalyst for Mannich Base Reaction
  作者：Sankaranarayanan Nagarajan、Elango Kandasamy

  DOI：10.1007/s10562-014-1312-7

  日期：2014.9

  Unprecedented examples of 1-alkyl-1,2,4-triazolium methanesulfonate based Brønsted acidic room temperature ionic liquids were synthesized and characterized. Their catalytic activity and efficiency in recyclability and reusability on one pot synthesis of halide substituted β-amino carbonyl compounds are reported.Graphical Abstract

  合成并表征了基于 Brønsted 酸性室温离子液体的 1-烷基-1,2,4-三唑鎓甲磺酸盐的前所未有的实例。报道了它们在卤化物取代的 β-氨基羰基化合物的一锅合成中的催化活性和可回收性和可重复使用性的效率。 图形摘要
• Bismuth(III) chloride-catalyzed one-pot Mannich reaction: three-component synthesis of β-amino carbonyl compounds
  作者：Hua Li、Hong-yao Zeng、Hua-wu Shao

  DOI：10.1016/j.tetlet.2009.09.131

  日期：2009.12

  A simple and efficient method has been developed for the one-pot Mannich reaction of β-amino carbonyl compounds from aromatic aldehydes, aromatic ketones and aromatic amines in the presence of a catalytic amount of bismuth trichloride.

  已经开发了一种简单有效的方法，用于在催化量的三氯化铋存在下，一锅法从芳香族醛，芳香族酮和芳香族胺中进行β-氨基羰基化合物的曼尼希反应。
• Ligand grafted mercaptopropyl silane functionalized copper (0) nanocluster: preparation and applications for C–O and C–N bond-forming reactions
  作者：Manjulla Gupta、Bushra Chowhan、Monika Gupta、Satya Paul

  DOI：10.1007/s12039-021-02009-x

  日期：2022.3

  characterized with FTIR, XRD, TGA, XPS, EDX, SEM, TEM and AAS. Its application has been studied for O-benzylation and O-allylation of phenols and also in one-pot synthesis of β-amino ketones via Mannich reaction. Moreover, the catalyst was recyclable for up to six runs, making it more sustainable. The recycled catalyst was also characterized using FTIR and TEM which confirmed that the functional groups present

  已经报道了一种用于制备配体接枝巯基丙基硅烷功能化铜 (0) 纳米簇 [LGMPS Cu (0)] 的简单而清洁的方法。该催化剂是通过用吡啶部分对巯丙基二氧化硅进行后改性，最后锚定由铜盐原位还原产生的Cu（0）来合成的，这增强了对铜（0）纳米粒子的稳定性。然后用 FTIR、XRD、TGA、XPS、EDX、SEM、TEM 和 AAS 对催化剂进行表征。已研究其在苯酚的O-苄基化和O-烯丙基化以及通过一锅法合成β-氨基酮的应用曼尼希反应。此外，该催化剂最多可循环使用六次，使其更具可持续性。还使用 FTIR 和 TEM 对回收的催化剂进行了表征，这证实了催化剂中存在的官能团保持完整，但由于在第六次重复使用循环后纳米团簇的聚集，催化剂的尺寸增加。 图形概要 目前的工作涉及铜 (0) 纳米簇在与 2-溴吡啶连接的巯丙基二氧化硅上的功能化及其在 C-O 和 C-N 键形成反应中的应用。