3-(2-羟基苯基)-1,3-二苯基-1-丙酮 | 4376-83-4

• 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
• 中文名称: 3-(2-羟基苯基)-1,3-二苯基-1-丙酮
• 英文名称: 3-(2-hydroxyphenyl)-1,3-diphenyl-1-Propanone
• 英文别名: 3-(2-hydroxyphenyl)-1,3-diphenylpropan-1-one；3-(o-hydroxyphenyl)-1,3-diphenylpropan-1-one；3-(2-hydroxy-phenyl)-1,3-diphenyl-propan-1-one；3-(2-Hydroxy-phenyl)-1,3-diphenyl-propan-1-on；1,3-Diphenyl-3-<2-hydroxy-phenyl>-propan-1-on；3-<2-Hydroxy-phenyl>-1,3-diphenyl-propan-1-on
• CAS: 4376-83-4
• 化学式: C₂₁H₁₈O₂
• 分子量: 302.373
• InChiKey: FBSAPBMBVZHFQT-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C
• 沸点：
  503.1±45.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2914501900

反应信息

• 作为反应物：
  描述：

  3-(2-羟基苯基)-1,3-二苯基-1-丙酮 在 三氟乙酸 作用下， 反应 12.0h， 以99%的产率得到2,4-diphenyl-4H-chromene
  参考文献：
  名称：

  TFA-Mediated Tandem Friedel−Crafts Alkylation/Cyclization/Hydrogen Transfer Process for the Synthesis of Flavylium Compounds

  摘要：

  [Graphics]The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of Friedel-Crafts alkylation, dehydrative cyclization, intermolecular hydrogen transfer, and hydration. As a multifunctional catalyst, TFA mediated the processes efficiently and cleanly.

  DOI：

  10.1021/jo7015604
• 作为产物：
  描述：

  2-氯汞苯酚 、 反式-查耳酮 在 盐酸 、 四丁基氯化铵 、 palladium dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以50%的产率得到3-(2-羟基苯基)-1,3-二苯基-1-丙酮
  参考文献：
  名称：

  Palladium-catalyzed conjugate addition type reaction of (2-hydroxyaryl)mercury chlorides with .alpha.,.beta.-unsaturated ketones in a two-phase system. A new synthesis of 2-chromanols and 2-chromenes

  摘要：

  DOI：

  10.1021/jo00136a036

文献信息

• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：ASTRAZENECA AB

  公开号：WO2004011410A1

  公开（公告）日：2004-02-05

  Compounds of formula (I):wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  式(I)的化合物：其中变量基团如定义内；用于抑制11βHSD1。
• Palladium(II)-Catalyzed 1,4-Addition of Arylboronic Acids to β-Arylenones for Enantioselective Synthesis of 4-Aryl-4H-chromenes
  作者：Takashi Nishikata、Yasunori Yamamoto、Norio Miyaura

  DOI：10.1002/adsc.200600622

  日期：2007.7.2

  carried out at 0–25 °C in the presence of a dicationic palladium(II) catalyst, [Pd(S,S-chiraphos)(PhCN)2](SbF6)2. Addition of a silver salt such as silver tetrafluoroborate [AgBF4] or silver hexafluoroantimonate [AgSbF6] (5–10 mol %) was effective to achieve high enantioselectivities at low temperatures (92–99 % ee) and to reduce the catalyst loading to 0.05 mol %. The protocol provided a simple access to

  在阳离子钯（II）催化剂[Pd（S，S -chiraphos）存在下，在0–25°C的条件下将芳基硼酸与β-芳烯酮进行对映选择性的1,4-加成反应，得到β-二芳基酮。（PhCN）2 ]（SbF 6）2。添加银盐，例如四氟硼酸银[AgBF 4 ]或六氟锑酸银[AgSbF 6 ]（5-10 mol％），可以有效地在低温下（92-99％ee）实现高对映选择性，并降低催化剂的负载量。 0.05摩尔％。该协议提供了对4-芳基-4 H-色烯的简单访问。旋光色烯可通过高达99％的ee合成。 芳基硼酸和β-（2-羟基芳基）-α，β-不饱和酮之间的1,4-加合物的脱水反应
• Ketones
  申请人：Barton John Peter

  公开号：US20050272036A1

  公开（公告）日：2005-12-08

  Compounds of formula (I): wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  描述了式(I)的化合物：其中变量基团如定义的那样；用于抑制11βHSD1。
• Reaction of 3-halogeno-2H-1-benzopyran-2-ones with organometallic compounds. Synthesis of 4-Alkyl-2H-1-benzopyran-2-ones. X-Ray molecular structure of 3-bromo-3,4-dihydro-4-isopropylcoumarin
  作者：Angel Alberola、Blanca Calvo、Alfonso Gonzalez Ortega、Martina Vicente、Santiago G. Granda、Juan F. Van der Maelen

  DOI：10.1039/p19910000203

  日期：——

  3-Halogeno-2H-1-benzopyran-2-ones react with magnesium, lithium, aluminium and copper derivatives to give 3,4-dihydrocoumarins and 3-(o-hydroxyphenyl)propenols as major products. The nature and the ratio of the products in the final mixture depend on the solvent and on the organometallic reagent. Grignard derivatives yield 1,4-monoalkylation compounds in tetrahydrofuran (THF) or 1,2-dialkylation derivatives in toluene. In some cases the dehalogenation competes with the 1,2-alkylation process in the reactions with alkyllithiums. The presence of the halogen at C-3 increases the reductive ability of organoaluminiums. In general, the reaction with lithium dialkylcuprates leads to complex mixtures of products. The 4-alkyl-3-halogeno-3,4-dihydrocoumarins obtained undergo dehydrohalogenation easily, and lead to 4-alkylcoumarins in good yields. The tandem alkylation-dehydrohalogenation of 3-halogeno-2H-1-benzopyran-2-ones constitutes a versatile synthesis of 4-alkylcoumarins.
• ALBEROLA, ANGEL;CALVO, BLANCA;ORTEGA, ALFONSO GONZALEZ;VICENTE, MARTINA;G+, J. CHEM. SOC. PERKIN TRANS. PT 1,(1991) N, C. 203-210
  作者：ALBEROLA, ANGEL、CALVO, BLANCA、ORTEGA, ALFONSO GONZALEZ、VICENTE, MARTINA、G+

  DOI：——

  日期：——