E-2-(3'-methoxybenzylidene)-1-indanone | 110117-34-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: E-2-(3'-methoxybenzylidene)-1-indanone
• 英文别名: 2-(3-methoxy-benzylidene-(seqtrans))-indanone-(1)；2-(3-Methoxy-benzyliden-(seqtrans))-indanon-(1)；2-(3-Methoxyphenylmethylene)-1-indanone；(2E)-2-[(3-methoxyphenyl)methylidene]-3H-inden-1-one
• CAS: 110117-34-5
• 化学式: C₁₇H₁₄O₂
• 分子量: 250.297
• InChiKey: JBFBIBIFVKXKDA-NTEUORMPSA-N

物化性质

• 沸点：
  430.5±45.0 °C(Predicted)
• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  E-2-(3'-methoxybenzylidene)-1-indanone 、 胍 以 乙醇 为溶剂， 反应 6.0h， 以85%的产率得到4-(3-Methoxy-phenyl)-5H-indeno[1,2-d]pyrimidin-2-ylamine
  参考文献：
  名称：

  杂环。14. 5H-茚并嘧啶的合成

  摘要：

  DOI：

  10.1021/je00050a032
• 作为产物：
  描述：

  间甲氧基苯甲醇 、 1-茚酮 在 heptahydrido bis(tricyclohexylphosphine)rheniume(VII) 、 lithium chloride 作用下， 以71%的产率得到E-2-(3'-methoxybenzylidene)-1-indanone
  参考文献：
  名称：

  Rhenium-Catalyzed Acceptorless Dehydrogenative Coupling via Dual Activation of Alcohols and Carbonyl Compounds

  摘要：

  The rhenium hetaphydride complex was found to be a versatile, homogeneous catalyst for dehydrogenative functionalization of alcohol. The dehydrogenative C-C coupling of alcohols and carbonyl compounds was carried out in the absence Of base and hydrogen acceptors to afford a series of alpha,beta-unsaturated carbonyl compounds. A possible dual activation pathway was proposed by mechanistic investigations.

  DOI：

  10.1021/cs400572q

文献信息

• Reaction of<i>E</i>-2-arylidene-1-indanones, Z-aurones, Z-1-thioaurones and Z-2-arylidene-2,3-dihydro-1<i>H</i>-indol-3-ones with diazomethane
  作者：Albert Lévai、Tamás Patonay

  DOI：10.1002/jhet.5570360328

  日期：1999.5

  E-2-arylidene-1-indanones 1a-h and Z-aurones 3a-c with diazomethane provided trans-spiro-1-pyrazolines 2a-h and 4a-c, respectively, as sole products. However, the same cycloaddition of Z-1-thioaurones 5a-f afforded a mixture of Z-α-methyl-1-thioaurones 6a-f and trans-cyclopropane derivatives 7a-f as a result of the spontaneous denitrogenation of the initially formed 1-pyrazolines. Similar reaction of Z-2-arylidene-2

  E -2-芳基-1-茚满酮1a-h和Z-金酮3a-c与重氮甲烷的1，3-偶极环加成分别提供反-螺-1-吡唑啉2a-h和4a-c作为唯一产物。然而，由于最初形成的化合物1的自发脱氮作用，Z-1-硫代金酮5a-f的相同环加成得到了Z-α-甲基-1-硫代金酮6a-f和反式环丙烷衍生物7a-f的混合物。-吡唑啉。Z-2-芳基-2,3-二氢-1 H-吲哚-3-酮8a，b与重氮甲烷的类似反应产生反式-环丙烷9a，b。通过核磁共振光谱测量已经阐明了合成化合物的结构和立体化学。
• Synthesis and characterization of novel indanone-based spiro-dihydrobenzofuranderivatives
  作者：Meliha Burcu GÜDERE、Neşe DÜRÜ、Yakup BUDAK、Mustafa CEYLAN

  DOI：10.3906/kim-1904-13

  日期：——

  In this study, the synthesis and characterization of novel indanone-based spiro-dihydrobenzofuran derivatives were examined. Firstly, chalcone-like compounds 4a-k, ($E)$-2-benzylidene-2,3-dihydro-1$H$-inden-1-one derivatives, were synthesized by the base-catalyzed addition of benzaldehyde derivatives to 2,3-dihydro-1$H$-inden-1-one. Then Mn(OAc)$_3}$-mediated addition of dimedone (2) to the chalcone-like compounds gave two novel spiro-dihydrobenzofuran isomers: (3$S)$-6,6-dimethyl-3-aryl-6,7-dihydro-3$H$-spiro [benzofuran-2,2'-indene]-1',4(3'$H$,5$H)$-dione (5a-k) and (2'$S)$-6,6-dimethyl-2-aryl-6,7-dihydro-2$H$-spiro[benzofuran-3,2'-indene]-1',4(3'$H$,5$H)$-dione (6a-k) in good yields. The isomers were separated by column chromatography and their structures were elucidated on the basis of spectral data (NMR, IR) and elemental analysis.

  本研究考察了新型茚酮基螺二氢苯并呋喃衍生物的合成和表征。首先，通过苯甲醛衍生物与 2,3-二氢-1$H$-茚-1-酮的碱催化加成，合成了类查耳酮化合物 4a-k，即 ($E)$-2-亚苄基-2,3-二氢-1$H$-茚-1-酮衍生物。然后，Mn(OAc)$_3}$ 介导的二酮 (2) 与类查耳酮化合物的加成反应得到了两种新型螺二氢苯并呋喃异构体： (3$S)$-6,6-dimethyl-3-aryl-6,7-dihydro-3$H$-spiro [benzofuran-2,2'-indene]-1',4(3'$H$,5$H)$-dione (5a-k) 和 (2'$S)$-6、6,7-二氢-2$H$螺[苯并呋喃-3,2'-茚]-1',4(3'$H$,5$H)$二酮 (6a-k)。通过柱色谱法分离了这些异构体，并根据光谱数据（核磁共振、红外）和元素分析阐明了它们的结构。
• Pfeiffer; Milz, Chemische Berichte, 1938, vol. 71, p. 272,275
  作者：Pfeiffer、Milz

  DOI：——

  日期：——
• EL-RAYYES, NIZAR;AL-QATAMI, SHEEKHA;EDUN, MUSTAFA, J. CHEM. AND ENG. DATA, 27,(1987) N 4, 481-483
  作者：EL-RAYYES, NIZAR、AL-QATAMI, SHEEKHA、EDUN, MUSTAFA

  DOI：——

  日期：——
• [EN] NOVEL BENZYLIDENE DIHYDROINDENONE DERIVATIVE, AND COMPOSITION FOR PREVENTING OR TREATING INFLAMMATORY BOWEL DISEASE, CONTAINING SAME<br/>[FR] NOUVEAU DÉRIVÉ DE BENZYLIDÈNE DIHYDROINDÉNONE, ET COMPOSITION POUR PRÉVENIR OU TRAITER UNE MALADIE INTESTINALE INFLAMMATOIRE CONTENANT LE DÉRIVÉ<br/>[KO] 신규한 벤질리덴 디하이드로 인덴온 유도체 및 이를 함유하는 염증성 장질환의 예방 또는 치료용 조성물
  申请人：UNIV YEUNGNAM RES COOPERATION FOUNDATION

  公开号：WO2016195361A1

  公开（公告）日：2016-12-08

  본 발명은 신규한 벤질리덴 디하이드로 인덴온 유도체 및 이를 함유하는 염증성 장질환의 예방 또는 치료용 조성물을 제공한다. 상기 벤질리덴 디하이드로 인덴온 유도체는 소장의 두께 및 대장의 길이를 정상 상태와 같이 유지시키고, 대장에서 우수한 염증 억제 활성을 가짐으로써, 염증성 장질환의 예방 또는 치료에 유용하게 사용할 수 있다.