(E)-3-(4-isobutylphenyl)-2-methylacrylaldehyde | 2147744-66-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: (E)-3-(4-isobutylphenyl)-2-methylacrylaldehyde
• 英文别名: (2E)-2-Methyl-3-[4-(2-methylpropyl)phenyl]-2-propenal；(E)-2-methyl-3-[4-(2-methylpropyl)phenyl]prop-2-enal
• CAS: 2147744-66-7
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: LXCNIWIHIQTKFZ-FMIVXFBMSA-N

物化性质

• 沸点：
  285℃ at 101.3kPa

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  (E)-3-(4-isobutylphenyl)-2-methylacrylaldehyde 在 iron(III) chloride 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 21.0h， 生成 N-(5-isobutyl-2-methyl-1H-inden-3-yl)acetamide
  参考文献：
  名称：

  Process for the Preparation of Idnanones

  摘要：

  将公式I的化合物形成的过程包括将氨基化合物H2NR加入到公式（II）的化合物中，然后进行环化、异构化和水解。

  公开号：

  US20190263743A1
• 作为产物：
  描述：

  异丁基苯 、 异丁醛 在 dipotassium peroxodisulfate 、 palladium diacetate 、 三氟乙酸 、 β-丙氨酸 作用下， 反应 24.0h， 以61%的产率得到(E)-3-(4-isobutylphenyl)-2-methylacrylaldehyde
  参考文献：
  名称：

  Dehydrogenative β-Arylation of Saturated Aldehydes Using Transient Directing Groups

  摘要：

  An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde beta-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C = C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.

  DOI：

  10.1021/acs.orglett.9b00695

文献信息

• CATALYST FOR ASYMMETRIC HYDROGENATION AND METHOD FOR MANUFACTURING OPTICALLY ACTIVE CARBONYL COMPOUND USING THE SAME
  申请人：YAMADA Shinya

  公开号：US20120136176A1

  公开（公告）日：2012-05-31

  The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an α,β-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. 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 the at least one metal is supported on a support; an optically active peptide compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.

  本发明提供了一种用于通过选择性不对称加氢α，β-不饱和羰基化合物制备光学活性羰基化合物的催化剂，该催化剂在反应混合物中不溶解，并提供了制备相应光学活性羰基化合物的方法。特别地，该发明提供了一种催化剂，通过选择性不对称加氢柠檬醛、香叶醛或柠檬醛制备出用作香料或芳香剂的光学活性香茅醛。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，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，或者至少一种金属负载物质，其中至少一种金属负载在一种载体上；一种光学活性肽化合物；和一种酸，还涉及使用该催化剂制备光学活性羰基化合物的方法。
• 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。
• PROCESS FOR PRODUCING ALPHA, BETA-UNSATURATED ALDEHYDE COMPOUNDS
  申请人：Ishida Kosaku

  公开号：US20090171124A1

  公开（公告）日：2009-07-02

  The present invention relates to processes for producing α,β-unsaturated aldehyde compounds and unsaturated alcohols with a good yield. There is provided a process for producing and α,β-unsaturated aldehyde compound including the step of subjecting a raw aldehyde compound to an intermolecular condensation reaction in the presence of an amine and a protonic acid having 4 to 20 carbon atoms or a salt thereof; and a process for producing an unsaturated alcohol including the step of subjecting the α,β-unsaturated aldehyde compound to a reduction reaction.

  本发明涉及一种生产α，β-不饱和醛化合物和不饱和醇的工艺，其产率高。提供了一种生产α，β-不饱和醛化合物的工艺，包括在胺和具有4到20个碳原子的质子酸或其盐的存在下，使原始醛化合物经历一种分子间缩合反应的步骤；以及一种生产不饱和醇的工艺，包括使α，β-不饱和醛化合物经历还原反应的步骤。
• Catalyst for asymmetric hydrogenation comprising peptides and method for manufacturing optically active carbonyl compound using the same
  申请人：Takasago International Corporation

  公开号：EP2457655A2

  公开（公告）日：2012-05-30

  The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an α, β-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. 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 the at least one metal is supported on a support; an optically active peptide compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.

  本发明提供了一种通过选择性不对称氢化不溶于反应混合物中的α，β-不饱和羰基化合物来制造光学活性羰基化合物的催化剂，以及制造相应光学活性羰基化合物的方法。特别是，本发明提供了一种催化剂，通过对柠檬醛、香叶醇或橙花醛的选择性不对称氢化，获得光学活性香茅醛，用作香精或香料。本发明涉及一种用于α，β-不饱和羰基化合物不对称氢化的催化剂，它包括：至少一种选自属于元素周期表第8组至第10组的金属的粉末，或其中至少一种金属被支撑在支撑物上的金属支撑物质；一种光学活性肽化合物；以及一种酸，还涉及一种使用该催化剂制造光学活性羰基化合物的方法。
• PROCESS FOR PRODUCING ALPHA,BETA-UNSATURATED ALDEHYDE COMPOUNDS
  申请人：Kao Corporation

  公开号：EP1957437A1

  公开（公告）日：2008-08-20