1-hydroxycyclohexanecarboxanilide | 112681-21-7

• 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: 1-hydroxycyclohexanecarboxanilide
• 英文别名: N-phenyl-α-hydroxy-α,α-pentamethyleneacetamide；1-hydroxy-cyclohexanecarboxylic acid anilide；1-Hydroxy-cyclohexancarbonsaeure-anilid；1-Hydroxy-cyclohexan-carbanilid-(1)；Cyclohexanol-(1)-carbonsaeure-(1)-anilid；1-Oxy-hexahydrobenzoesaeure-anilid；1-Hydroxy-N-phenylcyclohexanecarboxamide；1-hydroxy-N-phenylcyclohexane-1-carboxamide
• CAS: 112681-21-7
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: KDRGAOAXOPDKGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-hydroxycyclohexanecarboxanilide 在 氢氧化钾 作用下， 生成 Alpha-羟基-环己基甲酸
  参考文献：
  名称：

  Passerini, Gazzetta Chimica Italiana, 1923, vol. 53, p. 413

  摘要：

  DOI：
• 作为产物：
  描述：

  Alpha-羟基-环己基甲酸 在 苯胺 作用下， 生成 1-hydroxycyclohexanecarboxanilide
  参考文献：
  名称：

  Bucherer; Barsch, Journal fur praktische Chemie (Leipzig 1954), 1934, vol. <2> 140, p. 151,167

  摘要：

  DOI：

文献信息

• Passerini Reaction to Access α‐Hydroxy Amides by Facile Decarbonylation/Decarboxylation of Oxalic Acid
  作者：Luan A. Martinho、Thaissa Pasquali F. Rosalba、Carlos Kleber Z. Andrade

  DOI：10.1002/ejoc.202201199

  日期：2022.12.27

  α-Hydroxy amides were easily obtained through a novel and direct approach through decarbonylation/decarboxylation of α-acyloxy amide adducts (originated from Passerini reactions with oxalic acid) under solvent-free conditions with microwave heating.

  α-羟基酰胺很容易通过一种新颖而直接的方法获得，即在无溶剂条件下用微波加热对 α-酰氧基酰胺加合物（源自 Passerini 与草酸的反应）进行脱羰/脱羧。
• Seebach, Dieter; Adam, Geo; Gees, Thomas, Chemische Berichte, 1988, vol. 121, p. 507 - 518
  作者：Seebach, Dieter、Adam, Geo、Gees, Thomas、Schiess, Martin、Weigand, Wolfgang

  DOI：——

  日期：——
• Generation of Carbamoyl- and Thiocarbamoyllithium Synthons Having a Hydrogen(s) or an Aryl Group on the Nitrogen and Their Trapping with Carbonyl Electrophiles
  作者：Nobuaki Kambe、Toru Inoue、Takanobu Takeda、Shin-ichi Fujiwara、Noboru Sonoda

  DOI：10.1021/ja065078f

  日期：2006.10.1

  Dimetalated amides 1 (Y = O) were generated as the synthons of carbamoyllithiums 2 (Y = O) by the reaction of isocyanates with iBu2AlTenBu and a subsequent tellurium-lithium exchange reaction. A series of amide derivatives 3 (Y = O) were obtained by the trapping of dianion 1 with electrophiles. This transformation can be successfully applied to the generation and trapping of thiocarbamoyllithium synthons 1 (Y = S) as well as to the nucleophilic introduction of the parent carbamoyl moiety H2NC(O).
• Synthesis of 4(5H)-oxazolonium salts
  作者：G. N. Dorofeenko、V. D. Karpenko、Yu. I. Ryabukhin

  DOI：10.1007/bf00473212

  日期：1977.5
• DOROFEENKO G. N.; KARPENKO V. D.; RYABUXIN YU. I., XIMIYA GETEROTSIKL. SOEDIN., 1977, HO 5, 702
  作者：DOROFEENKO G. N.、 KARPENKO V. D.、 RYABUXIN YU. I.

  DOI：——

  日期：——