Bis-(piperidino)-o-hydroxyphenylmethan | 20939-20-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Bis-(piperidino)-o-hydroxyphenylmethan
• 英文别名: 2-[di(piperidin-1-yl)methyl]phenol
• CAS: 20939-20-2
• 化学式: C₁₇H₂₆N₂O
• 分子量: 274.406
• InChiKey: TVWKCHSIZBVXDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  26.71
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Bis-(piperidino)-o-hydroxyphenylmethan 在 氢氧化钾 、 copper(l) iodide 、 甲酸 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 1.17h， 生成 2-(2'-methyl-1'-propenyl)-3-piperidinobenzofuran
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1021721211363
• 作为产物：
  描述：

  苯酚 、 二哌啶甲烷 以48%的产率得到
  参考文献：
  名称：

  FAIRHURST, ROBIN A.;HEANEY, HARRY;PAPAGEORGIOU, GEORGE;MILKINS, ROBERT F., TETRAHEDRON LETT., 29,(1988) N 45, C. 5801-5804

  摘要：

  DOI：

文献信息

• Kinetic study of the condensation of salicylaldehyde with diethyl malonate in a nonpolar solvent catalyzed by secondary amines
  作者：Szczepan Bednarz、Dariusz Bogdal

  DOI：10.1002/kin.20429

  日期：2009.9

  kinetics of condensation between salicylaldehyde and diethylmalonate in a toluene solution in the presence of secondary amines (i.e., piperidine and 4‐piperidinopiperidine) as catalysts was investigated. It was found that the reaction proceeds via the Knoevenagel mechanism, and the kinetic model was numerically verified. © 2009 Wiley Periodicals, Inc. Int J Chem Kinet 41: 589–598, 2009

  研究了在仲胺（即哌啶和4-哌啶子基哌啶）作为催化剂存在下，甲苯溶液中水杨醛与丙二酸二乙酯之间缩合的动力学。发现反应是通过Knoevenagel机理进行的，并且对动力学模型进行了数值验证。©2009 Wiley Periodicals，Inc.国际化学杂志Kinet 41：589–598，2009
• Aminals in the synthesis of 1,3-substituted propargylamines and 3H-2-vinylidene-3-aminobenzofuran derivatives
  作者：L. Yu. Ukhin、V. N. Komissarov、S. V. Lindeman、V. N. Khrustalev、Yu. T. Struchkov

  DOI：10.1007/bf01169718

  日期：1994.3

  Aminals of aromatico-hydroxyaldehydes react when heated with terminal acetylenes to form, depending on the reaction conditions and the nature of the starting compounds, 1,3-substituted propargylamines or 3H-2-vinylidene-3-aminobenzofuran derivatives, the structures of which were established by X-ray diffraction.

  根据反应条件和起始化合物的性质，芳香羟基醛的胺与末端乙炔反应生成 1,3-取代炔丙胺或 3H-2-亚乙烯基-3-氨基苯并呋喃衍生物，其结构为通过 X 射线衍射确定。
• Knoevenagel; Arnot, Chemische Berichte, 1904, vol. 37, p. 4498
  作者：Knoevenagel、Arnot

  DOI：——

  日期：——
• Komissarov, V. N.; Ukhin, L. Yu., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 12.2, p. 2326 - 2328
  作者：Komissarov, V. N.、Ukhin, L. Yu.

  DOI：——

  日期：——
• Novel approach to 3,3-dimethyl-4-morpholino-3,4-dihydrocoumarins via hetero-Diels–Alder reaction
  作者：Divya Mathur、Ashok K. Prasad、T. Stanley Cameron、Amitabh Jha

  DOI：10.1016/j.tet.2014.06.083

  日期：2014.9

  A new four-step synthetic procedure has been developed to prepare 3,3-dimethyl-4-morpholino-3,4-dihydrocoumarins from substituted salicylaldehydes, morpholine, and isobutyraldehyde. It involves aminal formation, deamination, enamine formation, hetero-Diels-Alder reaction, hydrolysis, and oxidation. The aminal formation, subsequent one-pot domino deamination, enamine formation, and hetero-Diels-Alder reaction were achieved in microwave-assisted catalyst-free conditions. The following hydrolysis and oxidation steps, performed conventionally, gave quantitative yields. (C) 2014 Elsevier Ltd. All rights reserved.