3-(1,3-苯并二氧戊环-5-基)甲基丙烯醛 | 6974-47-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 中文名称: 3-(1,3-苯并二氧戊环-5-基)甲基丙烯醛
• 英文名称: piperonylidenpropanal
• 英文别名: 3,4-Methylendioxy-α-methyl-zimtaldehyd；3-(1,3-benzodioxol-5-yl)-2-methylpropenal；3ξ-benzo[1,3]dioxol-5-yl-2-methyl-acrylaldehyde；3-benzo[1,3]dioxol-5-yl-2-methyl-propenal；(2E)-3-(2H-1,3-Benzodioxol-5-YL)-2-methylprop-2-enal；3-(1,3-benzodioxol-5-yl)-2-methylprop-2-enal
• CAS: 6974-47-6
• 化学式: C₁₁H₁₀O₃
• 分子量: 190.199
• InChiKey: VLNPUVFEUOBXDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1,3-苯并二氧戊环-5-基)甲基丙烯醛 在 氢气 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以14 g的产率得到胡椒基丙醛
  参考文献：
  名称：

  一种关于新洋茉莉醛的制备方法

  摘要：

  本发明涉及一种新洋茉莉醛的制备方法，公开了一种以胡椒醛为原料，强碱性阴离子交换树脂催化，与丙醛发生Claisen-Schmidt缩合反应，再催化氢化，得产品。本发明特殊之处在于采用强碱性阴离子交换树脂替代其他强碱催化Claisen-Schmidt缩合反应，极大提高反应收率，避免歧化反应而产生相关杂质，易于纯化。本发明路线是一条高收率、低成本、安全的适合工业化合成路线。

  公开号：

  CN103880812B
• 作为产物：
  描述：

  ethyl 3-(1,3-benzodioxol-5-yl)-2-methylprop-2-enoate 在 manganese(IV) oxide 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 23.17h， 生成 3-(1,3-苯并二氧戊环-5-基)甲基丙烯醛
  参考文献：
  名称：

  SUBSTITUTED N-PROPYLAMINE FUSED HETEROCYCLIC MESCALINE DERIVATIVES

  摘要：

  Disclosed are novel fused mescaline derivative compounds, notably substituted N-propylamine fused heterocyclic mescaline derivatives, including substituted N- propylamine fused dioxolane mescaline derivatives, and pharmaceutical and recreational drug formulations containing the same. Methods of making and using these compounds are also disclosed.

  公开号：

  WO2024103185A1

文献信息

• Simple and efficient water soluble thioligands for rhodium and iridium catalyzed biphasic hydrogenation
  作者：Sabrina Di Dio、Mauro Marchetti、Stefano Paganelli、Oreste Piccolo

  DOI：10.1016/j.apcata.2011.04.006

  日期：2011.5

  able to hydrogenate cyclohexenone even at low pressure at 60 °C in a neutral medium while Rh/Cy required either higher pressure and temperature or an alkaline medium. The iridium based catalysts, Ir/Cy and Ir/Cap, showed an analogous trend though their activities were lower than those of the related rhodium catalysts. All the catalysts were easily recycled without significant loss of activity. The rhodium

  催化体系的活性分别来自Rh（CO）2 acac和[Ir（COD）Cl] 2与水溶性硫配体（L）-半胱氨酸（1）和（S）-卡托普利（2）之间的相互作用进行了水相双相加氢反应的测试，该水相进行了一些代表性的α，β-不饱和化合物的2-环己烯-1-酮（I），反肉桂醛（V）和[3-（1,3-苯并二恶酚-5-基） -2-甲基丙烯醛（X），香料新洋茉莉醛的前体®（XI）。即使在60°C的低压下，中性介质中，前催化剂Rh / Cap仍能够氢化环己烯酮Rh / Cy需要更高的压力和温度或碱性介质。铱基催化剂Ir / Cy和Ir / Cap表现出相似的趋势，尽管它们的活性低于相关的铑催化剂。所有催化剂都易于回收利用，而活性没有明显损失。铑催化剂也用于上述醛V和X的加氢，当乙二醇用作有机溶剂或助溶剂时，它们的活性大大增强。
• CATALYST FOR ASYMMETRIC HYDROGENATION
  申请人：MAEDA Hironori

  公开号：US20100324338A1

  公开（公告）日：2010-12-23

  This invention aims at providing a catalyst for producing an optically active aldehyde or an optically active ketone, which is an optically active carbonyl compound, by carrying out selective asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, particularly a catalyst which is insoluble in a reaction mixture for obtaining optically active citronellal which is useful as a flavor or fragrance, by carrying out selective asymmetric hydrogenation of citral, geranial or neral; and a method for producing a corresponding optically active carbonyl compound. The invention relates to a catalyst for asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, which comprises a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table is supported on a support, an optically active cyclic nitrogen-containing compound and an acid.

  这项发明旨在通过对α，β-不饱和羰基化合物进行选择性不对称加氢，特别是通过对柠檬醛、香叶醛或柠檬醛进行选择性不对称加氢，从而提供用作香料或香精的有用的光学活性香茅醛的催化剂，该香茅醛是一种光学活性羰基化合物；以及生产相应的光学活性羰基化合物的方法。该发明涉及一种用于不对称加氢α，β-不饱和羰基化合物的催化剂，其包括来自周期表第8至第10族金属中至少一种金属的粉末，或者至少一种来自周期表第8至第10族金属的金属负载物质，该金属负载在一种支撑物上，还包括光学活性的含氮环化合物和酸。
• Aromatic amides as potentiators of bioefficacy of anti-infective drugs
  申请人：Koul Surrinder

  公开号：US20070004645A1

  公开（公告）日：2007-01-04

  The present invention relates to an aromatic substituted pentadienoic acid amides and there use in combination of specific amounts of aromatic amides i.e. 4-alkyl-5-(substituted phenyl)-2(E),4(E)-pentadienoic acid amides, its geometrical isomers or their dihydro or tetrahydro derivatives and an anti-infective drug useful in potentiating the bioefficacy of antiinfective drug. The combination of the present invention is useful in the treatment of certain infections and disease at lower concentration of anti-infectives necessary to inhibit the growth of microbial strains and may also find applications in reducing the resistance in microorganisms.

  本发明涉及芳香取代的戊二烯酸酰胺及其在芳香酰胺的特定量的组合中的使用，即4-烷基-5-(取代苯基)-2(E),4(E)-戊二烯酸酰胺，其几何异构体或其二氢或四氢衍生物，以及一种抗感染药物，有助于增强抗感染药物的生物功效。本发明的组合物在治疗某些感染和疾病方面非常有用，可以在抑制微生物菌株生长所需的抗感染剂浓度较低的情况下发挥作用，并且还可以在减少微生物的抗药性方面发挥作用。
• [EN] HYDROGENATION OF ESTERS OR CARBONYL GROUPS WITH TETRADENTATE AMINO/IMINO-THIOETHER BASED RUTHENIUM COMPLEXES<br/>[FR] HYDROGÉNATION DE GROUPES ESTERS OU CARBONYLES AVEC DES COMPLEXES DU RUTHÉNIUM À BASE D'AMINO/IMINO-THIOÉTHER TÉTRADENTATE
  申请人：FIRMENICH & CIE

  公开号：WO2012084810A1

  公开（公告）日：2012-06-28

  The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: - two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C=N group), and - two sulfur atoms, each in the form of thioether functional groups.

  本发明涉及催化加氢领域，更具体地涉及在氢化过程中使用特定的钌催化剂或前驱体，用于将酮和/或醛还原为相应的醇。所述催化剂是包含四齿配体（L4）的钌络合物，该配体与钌配位，其中：- 两个氮原子，每个以主要或次要胺（即NH2或NH基团）或N-烷基亚胺官能团（即C=N基团）的形式存在，以及- 两个硫原子，每个以硫醚官能团的形式存在。
• HYDROGENATION OF ESTERS OR CARBONYL GROUPS WITH TETRADENTATE AMINO/IMINO-THIOETHER BASED RUTHENIUM COMPLEXES
  申请人：Saudan Sylvia Joyeuse Adélaïde Ada

  公开号：US20130274487A1

  公开（公告）日：2013-10-17

  The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH 2 or NH group) or N-alkyl imine functional groups (i.e. a C═N group), and two sulfur atoms, each in the form of thioether functional groups.

  本发明涉及催化加氢领域，更具体地涉及在氢化过程中使用特定的钌催化剂或前驱体，用于将酮和/或醛还原为相应的醇。所述催化剂是包括一个四齿配体（L4）与钌配位的钌络合物，其中：两个氮原子，每个以一种主要或次要胺（即NH2或NH基团）或N-烷基亚胺功能基团（即C═N基团）的形式存在，以及两个硫原子，每个以硫醚功能基团的形式存在。