9-(4-nitrophenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione | 2413-01-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 9-(4-nitrophenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
• 英文别名: 9-(4-nitrophenyl)-3,4,5,6,7,9-hexahydro-1H-xanthane-1,8(2H)-dione；9-(4-nitrophenyl)-2,3,4,5,6,7-hexahydro-2H-xanthene-1,8-dione；9-(4-nitrophenyl)-1,8-dioxo-octahydroxanthene；9-(4-nitro-phenyl)-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione；9-(4-Nitro-phenyl)-3,4,5,6,7,9-hexahydro-2H-xanthen-1,8-dion；9-<4-Nitro-phenyl>-1,2,3,4,5,6,7,8-octahydro-xanthen-dion-(1,8)；3,4,5,6-Tetrahydro-9-(4-nitrophenyl)xanthene-1,8(2H,7H)-dione；9-(4-nitrophenyl)-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione
• CAS: 2413-01-6
• 化学式: C₁₉H₁₇NO₅
• 分子量: 339.348
• InChiKey: YLDQEGUWNAVSLN-UHFFFAOYSA-N

物化性质

• 熔点：
  269 °C (decomp)
• 沸点：
  574.8±50.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,2'-((4-nitrophenyl)methylene)bis(3-hydroxycyclohex-2-en-1-one) 在 NP (natural phosphate collected from an extracted ore in Yazd, Iran) 作用下， 以 乙醇 为溶剂， 反应 6.5h， 生成 9-(4-nitrophenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
  参考文献：
  名称：

  天然磷酸盐是合成四酮和x吨衍生物的高效绿色催化剂

  摘要：

  摘要 通过芳族醛与1的Knoevenagel-Michael级联反应，天然磷酸酯被用作合成四酮（2-2.5 h，90–100％）和黄酮（6.5–8.5 h，84–95％）的有效和环保催化剂。 ，3-环二酮分别在水和乙醇中。与传统的化学合成方法相比，该方案具有许多优点，例如后处理简单，易于处理，催化剂无毒，稳定，成本低廉，环境友好。 图形概要

  DOI：

  10.1007/s11164-016-2603-y

文献信息

• Molybdate sulfonic acid: preparation, characterization, and application as an effective and reusable catalyst for octahydroxanthene-1,8-dione synthesis
  作者：Bahador Karami、Zahra Zare、Khalil Eskandari

  DOI：10.2478/s11696-012-0263-y

  日期：2013.1.1

  Molybdate sulfonic acid (MSA) as a highly efficient catalyst was synthesized and employed for the synthesis of octahydroxanthene-1,8-dione derivatives. MSA efficiently catalyzed condensation of a wide range of aryl aldehydes and cyclohexane-1,3-diones to obtain octahydroxanthene-1,8-diones. It was characterized by X-ray fluorescence (XRF), X-ray diffraction (XRD), and FT-IR spectroscopy. This catalyst

  合成了作为高效催化剂的钼酸磺酸（MSA），并用于合成八氢氧杂蒽-1,8-二酮衍生物。MSA有效地催化了各种芳基醛与环己烷-1,3-二酮的缩合反应，从而得到八氢氧杂蒽-1,8-二酮。它的特征在于X射线荧光（XRF），X射线衍射（XRD）和FT-IR光谱。该催化剂可以回收并在其他反应中重复使用几次，以保持其高活性。这种新颖且绿色的方法非常便宜，并具有许多优点，例如产率高，使用可回收且环保的催化剂以及后处理程序简单。
• 1,3,5-Trichloro-2,4,6-Triazinetrion: A Versatile Heterocycle for the One-Pot Synthesis of 14-Aryl- or Alkyl -14H-Dibenzo[a,j]xanthene, 1,8-Dioxooctahydroxanthene and 12-Aryl-8,9,10,12-Tetrahydrobenzo[a]xanthene-11-one Derivatives under Solvent-Free Conditions
  作者：Behrooz Maleki、Mostafa Gholizadeh、Zeinalabedin Sepehr

  DOI：10.5012/bkcs.2011.32.5.1697

  日期：2011.5.20

  A facile, green, efficient and environment-friendly protocol for the synthesis of 14-aryl- or alkyl-14Hdibenzo[a,j]xanthene, 1,8-dioxooctahydroxanthene and 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-one have been developed by one-pot condensation of various aldehydes with (i) -naphthol (ii) cyclic 1,3-dicarbonyl compounds and (iii) -naphthol and cyclic 1,3-dicarbonyl compounds, in the presence

  一种简便、绿色、高效、环保的14-芳基-或烷基-14H二苯并[a,j]呫吨、1,8-二氧代八羟基呫吨和12-芳基-8,9,10,12-四氢苯并[a,j]xanthene的合成方法a]xanthene-11-one 已通过各种醛与 (i)-萘酚 (ii) 环状 1,3-二羰基化合物和 (iii)-萘酚和环状 1,3-二羰基化合物的一锅缩合开发，在在无溶剂条件下作为催化剂存在 1,3,5-trichloro-2,4,6-triazinetrion (trichloroisocyanuric acid, TCCA)。本方法具有反应清洁、方法简单、反应时间短、易于纯化和催化剂经济实用等优点。
• Nano-zirconia as an excellent nano support for immobilization of sulfonic acid: a new, efficient and highly recyclable heterogeneous solid acid nanocatalyst for multicomponent reactions
  作者：Ali Amoozadeh、Salman Rahmani、Mehrnoosh Bitaraf、Fatemeh Bolghan Abadi、Elham Tabrizian

  DOI：10.1039/c5nj02430g

  日期：——

  Nano-zirconia-supported sulfonic acid as a novel, highly efficient and recyclable heterogeneous nanocatalyst is reported for the synthesis of multicomponent reactions.

  报告了一种新型的、高效的、可回收的纳米催化剂——纳米氧化锆支撑的磺酸，用于合成多组分反应。

• A New Access to 1,8-Dioxooctahydroxanthenes Using Yttrium(III) Nitrate Hexahydrate and Tin(II) Chloride Dihydrate as Effective and Reusable Catalysts
  作者：B. Karami、K. Eskandari、Z. Zare、S. Gholipour

  DOI：10.1007/s10593-014-1423-5

  日期：2014.3

  environmentally adapted synthesis of xanthene derivatives by condensation of a wide range of aryl aldehydes and cyclohexane-1,3-diones in the presence of catalytic amounts of yttrium(III) nitrate hexahydrate and tin(II) chloride dihydrate is demonstrated.

  在催化量的硝酸钇（III）六水合物和氯化锡（II）二水合物存在下，通过广泛的芳基醛和环己烷-1,3-二酮的缩合，可以高效，环保地合成x吨衍生物。
• Bi-SO3H functionalized ionic liquid based on DABCO as a mild and efficient catalyst for the synthesis of 1,8-dioxo-octahydro-xanthene and 5-arylmethylene-pyrimidine-2,4,6-trione derivatives
  作者：Farhad Shirini、Mohaddeseh Safarpoor Nikoo Langarudi、Mohadeseh Seddighi、Omid Goli Jolodar

  DOI：10.1007/s11164-014-1905-1

  日期：2015.11

  1,8-Dioxo-octahydro-xanthenes are easily prepared via the condensation of aldehydes with 1,3-cyclohexadione and/or dimedone using N-sulfonated DABCO as a new and efficient catalyst. This reagent is also efficiently able to catalyze the condensation of aldehydes with barbituric acid leading to 5-arylmethylene-pyrimidine-2,4,6-triones. The structure of the products was characterized by their IR, 1H NMR, and 13C NMR spectroscopy. The present methodology offers several advantages such as ease of preparation and handling of the catalyst, high yields, simple and green procedure, low cost, short reaction times, easy work-up, and preformation of the reaction in the absence of solvent or in water as a green solvent.

  1,8-二氧杂-八氢化咕吨类化合物可通过醛与1,3-环己二酮和/或双甲酮在新型高效的N-磺化DABCO催化剂作用下缩合反应制得。该试剂同样能高效催化醛与巴比妥酸的缩合反应，生成5-芳亚甲基-嘧啶-2,4,6-三酮。产物结构通过其红外光谱、核磁共振氢谱和碳谱得以表征。本方法具有多种优势，如催化剂制备与处理简便、产率高、操作简单且环保、成本低、反应时间短、后处理简便，以及可在无溶剂条件下或使用水作为绿色溶剂的情况下预先进行反应。