(Z)-2-Butylidenecyclopentanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-2-Butylidenecyclopentanone
• 英文别名: (2Z)-2-butylidenecyclopentan-1-one
• 化学式: C₉H₁₄O
• 分子量: 138.21
• InChiKey: PJDOECJDCGNWBG-YVMONPNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

文献信息

• Process for producing 2-alkyl-2cyclopentenones
  申请人：TAKASAGO INTERNATIONAL CORPORATION

  公开号：US20030109755A1

  公开（公告）日：2003-06-12

  Industrially advantageous processes for producing a 2-alkyl-2-cyclopentenone in high yields starting from a 2-(1-hydroxyalkyl)cyclopentanone or a 2-alkylidenecyclopentanone, which are obtainable from a cyclopentanone and a carbonyl compound. A 2-(1-hydroxyalkyl)cyclopentanone represented by the following general formula (1): 1 (wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 each independently represents hydrogen atom, an alkyl group having 1 to 10 carbon atoms which may have one or more substituents or an aromatic group which may have one or more substituents, and each of (1) R 6 or R 7 with R 3 and (2) R 6 or R 7 with R 4 or R 5 may be together combined to form a ring which may have a double bond) is subjected to dehydrative isomerization in the presence of a bromine compound and/or an iodine compound.

  从环戊酮和羰基化合物获得的2-(1-羟基烷基)环戊酮或2-烷基亚烯环戊酮，是从高产率开始生产2-烷基-2-环戊酮的工业上有利的过程。在以下一般式（1）中表示的2-(1-羟基烷基)环戊酮中（其中R1、R2、R3、R4、R5、R6和R7分别独立地表示氢原子、具有1至10个碳原子的烷基基团，可能具有一个或多个取代基或可能具有一个或多个取代基的芳香基团，且(1) R6或R7与R3和(2) R6或R7与R4或R5中的每一个可能结合在一起形成可能具有双键的环)在溴化合物和/或碘化合物的存在下进行脱水异构化。
• Method for producing jasmonate derivatives and intermediates thereof
  申请人：Kao Corporation

  公开号：US20010049455A1

  公开（公告）日：2001-12-06

  The present invention provides a method for efficiently producing a 2-alkyl-2-cyclopentenone as well as a method for producing a jasmonate derivative by using the same. That is, in the present invention, the compound (2) is obtained by reacting an amine and a hydrogen halide with the compound (1) at a specific ratio to carry out isomerization reaction or by reacting a catalyst comprising an amine and a hydrogen halide with the compound (3) to carry out dehydration-isomerization reaction. Further, this compound (2) is reacted with a malonic acid diester and then reacted with water to obtain a jasmonate derivative (5): 1 wherein each of R 1 and R 2 represents H, a C 1-8 alkyl group or the like, and R 3 represents a C 1-3 alkyl group.

  本发明提供了一种有效生产2-烷基-2-环戊烯酮的方法，以及利用该方法生产茉莉酸衍生物的方法。也就是说，在本发明中，通过以特定比例将胺和氢卤酸与化合物（1）反应以进行异构化反应或通过将含有胺和氢卤酸的催化剂与化合物（3）反应以进行脱水异构化反应来获得化合物（2）。此外，这种化合物（2）与马来酸二酯反应，然后与水反应，得到茉莉酸衍生物（5）：其中R1和R2分别表示H、C1-8烷基或类似物，R3表示C1-3烷基。
• Process for producing 2-alkyl-2-cyclopentenones
  申请人：Takasago International Corporation

  公开号：EP1316541A1

  公开（公告）日：2003-06-04

  Industrially advantageous processes for producing a 2-alkyl-2-cyclopentenone in high yields starting from a 2-(1-hydroxyalkyl)cyclopentanone or a 2-alkylidenecyclopentanone, which are obtainable from a cyclopentanone and a carbonyl compound. A 2-(1-hydroxyalkyl)cyclopentanone represented by the following general formula (1): is subjected to dehydrative isomerization or a 2- alkylidenecyclopentanone represented by the following general formula (3): is isomerized. Both reactions take place in the presence of a bromine compound and/or an iodine compound. In the above formulae, R1-R7 have the meanings given in the description.

  以 2-(1-羟基烷基)环戊酮或 2-亚烷基环戊酮为原料，高产率生产 2-烷基-2-环戊酮的具有工业优势的工艺，这些环戊酮可从环戊酮和羰基化合物中获得。由以下通式 (1) 代表的 2-(1-羟基烷基)环戊酮： 的 2-(1-羟基烷基)环戊酮进行脱水异构化，或将以下通式(3)代表的 2-亚烷基环戊酮进行异构化： 进行异构化。这两种反应均在溴化合物和/或碘化合物存在下进行。 在上式中，R1-R7 具有说明中给出的含义。
• PROCESS FOR PRODUCING A 2-ALKYL-2-CYCLOALKENE-1-ONE
  申请人：Kao Corporation

  公开号：EP2269971B1

  公开（公告）日：2016-12-28
• PROCESS FOR PRODUCING A 2-ALKYL-2-CYCLOALKEN-1-ONE
  申请人：Matsumoto Kunshi

  公开号：US20110040127A1

  公开（公告）日：2011-02-17

  The present invention relates to a process for producing a 2-alkyl-2-cycloalken-1-one represented by the following general formula (2), including the step of reacting a 2-alkylidene cycloalkanone in the presence of a palladium and/or platinum catalyst which is treated in the following steps (a) and (b); and a method for activating the palladium and/or platinum catalyst including the following steps (a) and (b): Step (a): activating the palladium and/or platinum catalyst in an atmosphere containing a hydrogen gas; and Step (b): replacing the hydrogen gas being present as the atmosphere for the catalyst in the step (a), with an inert gas to remove the hydrogen gas out of the reaction system, wherein m is 0 to 3; n is 1 or 2; R 1 and R 2 are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms; and R 3 is an alkyl group having 1 to 5 carbon atoms. In accordance with the present invention, the 2-alkyl-2-cycloalken-1-one can be produced with a high purity and a high productivity.