4-(3-hydroxy-3-methyl-1-butynyl)phenylacetone | 187347-77-9

• 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: 4-(3-hydroxy-3-methyl-1-butynyl)phenylacetone
• 英文别名: 1-[4-(3-hydroxy-3-methylbut-1-ynyl)phenyl]propan-2-one
• CAS: 187347-77-9
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: PVOSPYOYWKZSCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3-hydroxy-3-methyl-1-butynyl)phenylacetone 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 4-(4-ethynylphenyl)-5-hydroxy-5-methyl-3-(2,4,6-trifluorophenyl)-5H-furan-2-one
  参考文献：
  名称：

  A new Knoevenagel-type synthesis of fully substituted γ-hydroxybutenolides

  摘要：

  The synthesis of fully substituted gamma-hydroxybutenolides is possible by a Knoevenagel-type ring condensation of alpha-methyleneketones and alpha-ketoesters under basic conditions. This novel transformation allowed the preparation of di-aryl/heteroaryl substituted hydroxyfuranones, such as 20 and 27, which are important intermediates for pyridazine fungicides. As it turned out, a whole range of different substituents, such as alkyl, cycloalkyl, aryl, heteroaryl and ester groups could be linked to the butenolide scaffold, demonstrating the broad scope of the novel cyclization. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.125
• 作为产物：
  描述：

  4-溴苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 tetrafluoroboric acid 、 sodium nitrite 作用下， 生成 4-(3-hydroxy-3-methyl-1-butynyl)phenylacetone
  参考文献：
  名称：

  A new Knoevenagel-type synthesis of fully substituted γ-hydroxybutenolides

  摘要：

  The synthesis of fully substituted gamma-hydroxybutenolides is possible by a Knoevenagel-type ring condensation of alpha-methyleneketones and alpha-ketoesters under basic conditions. This novel transformation allowed the preparation of di-aryl/heteroaryl substituted hydroxyfuranones, such as 20 and 27, which are important intermediates for pyridazine fungicides. As it turned out, a whole range of different substituents, such as alkyl, cycloalkyl, aryl, heteroaryl and ester groups could be linked to the butenolide scaffold, demonstrating the broad scope of the novel cyclization. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.125

文献信息

• O-benzyl oxime ether derivatives and their use in crop protection compositions
  申请人：Bayer Aktiengesellschaft

  公开号：US06319925B1

  公开（公告）日：2001-11-20

  Oxime ethers of formula (I) in which a) X is an N atom and Y is an oxygen atom or NH, or b) X is CH and Y is an oxygen atom, in which furthermore R1 is C1-C4alkyl; R2 is hydrogen, C1-C4alkyl or cyclopropyl; and in which R3 and R4 are as defined herein, are fungicidal, acaricidal and insecticidal active ingredients for agriculture. They can be employed as formulated crop protection compositions.

  式(I)的肟醚，其中a）X是一个N原子，Y是氧原子或NH，或b）X是CH，Y是氧原子，在此还有R1是C1-C4烷基; R2是氢，C1-C4烷基或环丙基; R3和R4如所定义，在农业上具有杀真菌，杀螨和杀虫活性成分。它们可以作为配制的作物保护组合物使用。
• O-BENZYL OXIME ETHER DERIVATIVES AND THEIR USE IN CROP PROTECTION COMPOSITIONS
  申请人：Novartis AG

  公开号：EP0848701A1

  公开（公告）日：1998-06-24
• US6319925B1
  申请人：——

  公开号：US6319925B1

  公开（公告）日：2001-11-20
• [EN] O-BENZYL OXIME ETHER DERIVATIVES AND THEIR USE IN CROP PROTECTION COMPOSITIONS<br/>[FR] DERIVES D'ETHER D'OXIME O-BENZYLIQUE ET LEUR UTILISATION DANS DES COMPOSITIONS ANTIPARASITAIRES A USAGE AGRICOLE
  申请人：NOVARTIS AG

  公开号：WO1997001530A1

  公开（公告）日：1997-01-16

  (EN) Oxime ethers of formula (I) in which a) X is an N atom and Y is an oxygen atom or NH, or b) X is CH and Y is an oxygen atom, in which furthermore R1 is C1-C4alkyl; R2 is hydrogen, C1-C4alkyl or cyclopropyl; and in which R3 and R4 are as defined herein, are fungicidal, acaricidal and insecticidal active ingredients for agriculture. They can be employed as formulated crop protection compositions.(FR) L'invention concerne des éthers d'oxime de formule (I), dans laquelle a) X est un atome N et Y un atome d'hydrogène ou de NH, ou b) X représente CH et Y est un atome d'oxygène; R1 représente alkyle C1-C4; R2 représente hydrogène, cylcopropyle ou alkyle C1-C4; et R3 et R4 sont tels que définis dans le dossier, et sont des ingrédients actifs fongicides, acaricides et insecticides à usage agricole. Ils peuvent être utilisés en tant que compositions antiparasitaires à usage agricole préparées.
• A new Knoevenagel-type synthesis of fully substituted γ-hydroxybutenolides
  作者：Clemens Lamberth、Edouard Godineau、Tomas Smejkal、Stephan Trah

  DOI：10.1016/j.tetlet.2012.05.125

  日期：2012.8

  The synthesis of fully substituted gamma-hydroxybutenolides is possible by a Knoevenagel-type ring condensation of alpha-methyleneketones and alpha-ketoesters under basic conditions. This novel transformation allowed the preparation of di-aryl/heteroaryl substituted hydroxyfuranones, such as 20 and 27, which are important intermediates for pyridazine fungicides. As it turned out, a whole range of different substituents, such as alkyl, cycloalkyl, aryl, heteroaryl and ester groups could be linked to the butenolide scaffold, demonstrating the broad scope of the novel cyclization. (C) 2012 Elsevier Ltd. All rights reserved.