4-甲基-1-(4-苯基苯基)戊-1-酮 | 59662-30-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-甲基-1-(4-苯基苯基)戊-1-酮
• 英文名称: p-Phenyl-γ-methylvalerophenon
• 英文别名: 1-([1,1'-Biphenyl]-4-yl)-4-methylpentan-1-one；4-methyl-1-(4-phenylphenyl)pentan-1-one
• CAS: 59662-30-5
• 化学式: C₁₈H₂₀O
• mdl: MFCD12541615
• 分子量: 252.356
• InChiKey: NHXYKIOYWGCGOA-UHFFFAOYSA-N

物化性质

• 沸点：
  377.3±11.0 °C(Predicted)
• 密度：
  0.998±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.277
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-甲基-1-(4-苯基苯基)戊-1-酮 在 dipotassium hydrogenphosphate 、 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  远程未激活的C（sp3）-H键的区域选择性乙烯基化：访问复杂的氟烷基化烯烃。

  摘要：

  通过直接活化未反应的CH键将特定的官能团区域选择性地引入脂族位置具有很大的合成价值。尽管通过氢原子转移过程在自由基介导的C（sp 3）-H键的官能化方面取得了进展，但远端C（sp 3）-H键的位点选择性乙烯基化仍处于探索中。本文报道的是一种新的协议，用于未激活的C（sp 3）-H键的区域选择性乙烯基化。远程C（sp 3）-H活化是由以C为中心的自由基而不是常用的N和O自由基促进的。该反应具有很高的产物多样性和合成效率，提供了大量合成有价值的E 带有三/二/单氟甲基和全氟烷基的烯烃

  DOI：

  10.1002/anie.201812927
• 作为产物：
  描述：

  magnesium,2-methylbutane,bromide 在 oxidizing agent 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-甲基-1-(4-苯基苯基)戊-1-酮
  参考文献：
  名称：

  远程未激活的C（sp3）-H键的区域选择性乙烯基化：访问复杂的氟烷基化烯烃。

  摘要：

  通过直接活化未反应的CH键将特定的官能团区域选择性地引入脂族位置具有很大的合成价值。尽管通过氢原子转移过程在自由基介导的C（sp 3）-H键的官能化方面取得了进展，但远端C（sp 3）-H键的位点选择性乙烯基化仍处于探索中。本文报道的是一种新的协议，用于未激活的C（sp 3）-H键的区域选择性乙烯基化。远程C（sp 3）-H活化是由以C为中心的自由基而不是常用的N和O自由基促进的。该反应具有很高的产物多样性和合成效率，提供了大量合成有价值的E 带有三/二/单氟甲基和全氟烷基的烯烃

  DOI：

  10.1002/anie.201812927

文献信息

• Mn-Enabled Radical-Based Alkyl–Alkyl Cross-Coupling Reaction from 4-Alkyl-1,4-dihydropyridines
  作者：Jie Wang、Yu-Bo Pang、Na Tao、Run-Sheng Zeng、Yingsheng Zhao

  DOI：10.1021/acs.joc.9b02323

  日期：2019.12.6

  efficient alkylation of β-chloro ketones and their derivatives was achieved by means of domino dehydrochlorination/Mn-enabled radical-based alkyl-alkyl cross-coupling reaction. In situ-generated α,β-unsaturated ketones and their analogues were identified as the reaction intermediates. Known bioactive compounds, such as melperone and azaperone, could be easily prepared from β-chloropropiophenone in two

  β-氯酮及其衍生物的高效烷基化是通过多米诺脱氢/基于锰的自由基基烷基-烷基交叉偶联反应实现的。原位生成的α，β-不饱和酮及其类似物被确定为反应中间体。已知的生物活性化合物，例如美蓬酮和氮杂哌酮，可以很容易地由β-氯丙苯酮分两步制备。
• Process for preparing nitrooxyalkyl substituted esters of carboxylic acids, intermediates useful in said process and preparation thereof
  申请人：Del Soldato Piero

  公开号：US20070112194A1

  公开（公告）日：2007-05-17

  The present invention refers to a process for preparing a compound of general formula (A), as reported in the description, wherein R is a radical of a drug and R1-R12 are hydrogen or alkyl groups, m, n, o, q, r and s are each independently an integer from 0 to 6, and p is 0 or 1, and X is O, S, SO, SO2, NR13 or PR13 or an aryl, heteroaryl group, said process comprising reacting a compound of formula (B) R—COOZ (B) wherein R is as defined above and Z is hydrogen or a cation selected from: Li+, Na+, K+, Ca++, Mg++, tetralkylammonium, tetralkylphosphonium, with a compound of formula (C), as reported in the description, wherein R1-R12 and m, n, o, p, q, r, s are as defined above and Y is a suitable leaving group.

  本发明涉及一种制备通式（A）化合物的方法，如描述中所述，其中R为药物的基团，R1-R12为氢或烷基，m、n、o、q、r和s各自独立地为0到6的整数，p为0或1，X为O、S、SO、SO2、NR13或PR13或芳基、杂环基，该方法包括将通式（B）R-COOZ（B）化合物与通式（C）所述的化合物反应，其中R和Z如上定义，Z为氢或选择自Li+、Na+、K+、Ca++、Mg++、四烷基铵、四烷基磷酸盐的阳离子，通式（C）中R1-R12和m、n、o、p、q、r、s如上定义，Y为适当的离去基。
• PROCESS FOR PREPARING NITROOXYALKYL SUBSTITUTED ESTERS OF CARBOXYLIC ACIDS, INTERMEDIATES USEFUL IN SAID PROCESS AND PREPARATION THEREOF
  申请人：DEL SOLDATO Piero

  公开号：US20100217028A1

  公开（公告）日：2010-08-26

  The present invention refers to a process for preparing a compound of general formula (A), as reported in the description, wherein R is a radical of a drug and R1-R12 are hydrogen or alkyl groups, m, n, o, q, r and s are each independently an integer from 0 to 6, and p is 0 or 1, and X is O, S, SO, SO2, NR13 or PR13 or an aryl, heteroaryl group, said process comprising reacting a compound of formula (B) R—COOZ (B) wherein R is as defined above and Z is hydrogen or a cation selected from: Li+, Na+, K+, Ca++, Mg++, tetralkylammonium, tetralkylphosphonium, with a compound of formula (C), as reported in the description, wherein R1-R12 and m, n, o, p, q, r, s are as defined above and Y is a suitable leaving group.

  本发明涉及一种制备一般式（A）化合物的过程，如描述所述，其中R是药物的基团，R1-R12是氢或烷基，m，n，o，q，r和s分别独立地为0至6的整数，p为0或1，X为O，S，SO，SO2，NR13或PR13或芳基，杂环基，所述过程包括反应一种化合物的公式（B）R-COOZ（B），其中R如上定义，Z为氢或选自：Li+，Na+，K+，Ca++，Mg++，四烷基铵，四烷基膦的阳离子，与一种公式（C）的化合物，如描述所述，其中R1-R12和m，n，o，p，q，r，s如上定义，Y是适当的离去基团。
• Well-Defined Ir/Pd Complexes with a Triazolyl-diylidene Bridge as Catalysts for Multiple Tandem Reactions
  作者：Alessandro Zanardi、José A. Mata、Eduardo Peris

  DOI：10.1021/ja906028g

  日期：2009.10.14

  The ligand 1,2,4-trimethyl-triazolyl-diylidene has been used for the preparation of a series of three iridium/palladium heterometallic complexes that have been fully characterized. The presence of the two different metals allows tandem processes to be designed by combining reactions that are typically catalyzed by Ir and Pd. Three tandem reactions have been studied: dehalogenation/transfer hydrogenation of haloacetophenones, Suzuki-coupling/transfer hydrogenation of p-bromoacetophenone, and Suzuki-coupling/alpha-alkylation of p-bromoacetophenone. All three reactions yielded excellent outcomes to the corresponding final products, with the relevant feature that the heterodimetallic complexes are more active than the sum of the corresponding homodimetallic species. All three catalytic reactions reported here constitute unprecedented examples of tandem approaches to complex organic molecules.
• Synthesis of Ketone Derivatives of Biphenyl by the Friedel-Crafts Reaction¹
  作者：Loren M. Long、Henry R. Henze

  DOI：10.1021/ja01852a041

  日期：1941.7