(2-羟基-苯基)-(4-羟基-哌啶-1-基)-甲酮 | 1019438-02-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2-羟基-苯基)-(4-羟基-哌啶-1-基)-甲酮
• 英文名称: (2-hydroxy-phenyl)-(4-hydroxy-piperidin-1-yl)-methanone
• 英文别名: (2-hydroxyphenyl)(4-hydroxypiperidin-1-yl)methanone；(2-Hydroxyphenyl)-(4-hydroxypiperidin-1-yl)methanone
• CAS: 1019438-02-8
• 化学式: C₁₂H₁₅NO₃
• mdl: MFCD11131028
• 分子量: 221.256
• InChiKey: WAKSYTHKGOBOEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-羟基-苯基)-(4-羟基-哌啶-1-基)-甲酮 在 叔丁基过氧化氢 、 copper diacetate 作用下， 以 癸烷 、 乙腈 为溶剂， 反应 3.0h， 以55%的产率得到2-(4-hydroxypiperidine-1-carbonyl)cyclohexa-2,5-diene-1,4-dione
  参考文献：
  名称：

  Synthesis of functionalized carbamates and quinones via sequential oxidation of salicylaldehydes using TBHP as the oxidant

  摘要：

  A sequential oxidative approach was designed to functionalize salicylaldehyde derivatives and provide corresponding bi-functional amide-carbamate and amide-quinone units. A combination of metal/metal free conditions and TBHP as the external oxidant provided the products in moderate to excellent yields (49-91%). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.09.080
• 作为产物：
  描述：

  4-羟基哌啶 、 水杨醛 在 叔丁基过氧化氢 作用下， 以 癸烷 、 乙腈 为溶剂， 反应 3.0h， 以81%的产率得到(2-羟基-苯基)-(4-羟基-哌啶-1-基)-甲酮
  参考文献：
  名称：

  Synthesis of functionalized carbamates and quinones via sequential oxidation of salicylaldehydes using TBHP as the oxidant

  摘要：

  A sequential oxidative approach was designed to functionalize salicylaldehyde derivatives and provide corresponding bi-functional amide-carbamate and amide-quinone units. A combination of metal/metal free conditions and TBHP as the external oxidant provided the products in moderate to excellent yields (49-91%). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.09.080

文献信息

• Synthesis of Tertiary Amides from Anionically Activated Aromatic Trifluoromethyl Groups
  作者：Gavin O’Mahony、Andrew K. Pitts

  DOI：10.1021/ol100507n

  日期：2010.5.7

  In this paper, a novel synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups is presented. Anionically activated trifluoromethyl groups react with secondary amines under aqueous conditions to afford tertiary amides. The mechanism involves initial elimination of hydrogen fluoride by an E1cB mechanism to afford an electrophilic quinone methide- or azafulvene-type intermediate

  在本文中，提出了一种由阴离子活化的芳族三氟甲基基团合成叔酰胺的新方法。阴离子活化的三氟甲基在水性条件下与仲胺反应，得到叔酰胺。该机理涉及通过E1cB机理初步消除氟化氢，从而得到亲电的甲基苯醌或氮杂富烯型中间体，该中间体在水性条件下与仲胺反应，从而以高收率（高达99％）提供叔酰胺。
• Synthesis of functionalized carbamates and quinones via sequential oxidation of salicylaldehydes using TBHP as the oxidant
  作者：K. Rajendra Prasad、P. Suresh、B. Ravikumar、N. Veera Reddy、K. Rajender Reddy

  DOI：10.1016/j.tetlet.2014.09.080

  日期：2014.11

  A sequential oxidative approach was designed to functionalize salicylaldehyde derivatives and provide corresponding bi-functional amide-carbamate and amide-quinone units. A combination of metal/metal free conditions and TBHP as the external oxidant provided the products in moderate to excellent yields (49-91%). (C) 2014 Elsevier Ltd. All rights reserved.