α-phenyl-1-piperidinemethanol | 408529-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: α-phenyl-1-piperidinemethanol
• 英文别名: α-piperidinobenzyl alcohol；α-piperidino-benzyl alcohol；α-Piperidino-benzylalkohol；Phenyl(piperidin-1-yl)methanol
• CAS: 408529-24-8
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: IAQXTJTXDMLTQP-UHFFFAOYSA-N

物化性质

• 熔点：
  58 °C(Solv: ligroine (8032-32-4))
• 沸点：
  288.9±28.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-phenyl-1-piperidinemethanol 在 双氧水 作用下， 反应 2.0h， 生成 1-苯甲酰基哌啶
  参考文献：
  名称：

  Hydrogen peroxide mediated efficient amidation and esterification of aldehydes: Scope and selectivity

  摘要：

  一种利用过氧化氢作为氧化剂实现醛的酰胺化和酯化的高效方法已被开发出来。在温和条件下，环状胺和伯醇能选择性地与芳香醛发生反应，生成相应的酰胺和酯。

  DOI：

  10.1039/c1gc16041a
• 作为产物：
  描述：

  哌啶 、 苯甲醛 在 potassium tert-butylate 作用下， 生成 α-phenyl-1-piperidinemethanol
  参考文献：
  名称：

  芳族有机锌试剂，仲胺和芳族醛与功能化二芳基甲胺的一步一步三组分偶联

  摘要：

  根据芳族有机锌试剂，仲胺和芳族醛之间的一步三组分偶联，已经高产率地合成了许多官能化的二芳基甲胺。有机锌物质和醛都可以带有官能团，芳香族或非芳香族胺均可用于这种通用方法。

  DOI：

  10.1016/j.tet.2006.08.008

文献信息

• Tunable Prussian blue analogues for the selective synthesis of propargylamines through A³ coupling
  作者：Carlos Marquez、Francisco G. Cirujano、Cédric Van Goethem、Ivo Vankelecom、Dirk De Vos、Trees De Baerdemaeker

  DOI：10.1039/c8cy00073e

  日期：——

  M¹[Co(CN)₆]_2/3-type Prussian blue analogues (M¹–Co PBAs) were studied as catalysts for the synthesis of propargylamines via A³ coupling of phenylacetylene, benzaldehyde and piperidine.

  M¹[Co(CN)₆]_2/3-类型的普鲁士蓝类似物（M¹–Co PBAs）被研究作为合成丙炔胺的催化剂，通过苯乙炔、苯甲醛和哌啶的A³偶联反应。
• Subtype-selective NMDA receptor ligands and the use thereof
  申请人：——

  公开号：US20010051633A1

  公开（公告）日：2001-12-13

  The invention relates to subtype-selective NMDA receptor ligands and the use thereof for treating or preventing neuronal loss associated with stroke, ischemia, CNS trauma, hypoglycemia and surgery, as well as treating neurodegenerative diseases including Alzheimer's disease, amyotrophic lateral sclerosis, Huntington's disease and Down's syndrome, treating or preventing the adverse consequences of the overstimulation of the excitatory amino acids, treating anxiety, psychosis, convulsions, aminoglycoside antibiotics-induced hearing loss, migraine headache, chronic pain, Parkinson's disease, glaucoma, CMV retinitis, urinary incontinence, opioid tolerance or withdrawal, and inducing anesthesia, as well as for enhancing cognition.

  本发明涉及亚型选择性NMDA受体配体及其用于治疗或预防与中风、缺血、中枢神经系统创伤、低血糖和手术相关的神经元丧失，以及治疗包括阿尔茨海默病、肌萎缩性侧索硬化症、亨廷顿病和唐氏综合症在内的神经退行性疾病，治疗或预防兴奋性氨基酸过度刺激的不良后果，治疗焦虑，精神病，惊厥，氨基糖苷类抗生素引起的听力损失，偏头痛，慢性疼痛，帕金森病，青光眼，巨细胞病毒性视网膜炎，尿失禁，阿片类耐受或戒断，并诱导麻醉，以及增强认知能力。
• 1,4-Disubstituted-piperidinyl compounds
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0325268A1

  公开（公告）日：1989-07-26

  The present invention relates to 1,4-disubstituted-­piperdinyl compounds that have utility as analgesics and as muscle relaxants.

  本发明涉及 1,4-二取代哌啶基化合物，该化合物可用作镇痛剂和肌肉松弛剂。
• A Scrutiny on the Reductive Amination of Carbonyl Compounds Catalyzed by Homogeneous Rh(I) Diphosphane Complexes
  作者：Vitali I. Tararov、Renat Kadyrov、Thomas H. Riermeier、Armin Börner

  DOI：10.1002/1615-4169(200202)344:2<200::aid-adsc200>3.0.co;2-4

  日期：2002.2

  The reductive amination of a series of aldehydes with secondary amines and H-2 in the presence of a homogeneous Rh-diphosphane catalyst was studied in order to establish a general mechanism of this reaction and to identify conditions for the improvement of the amine/alcohol ratio in the product. Several possible intermediates as constituents of changing equilibria like half-aminals. N,O-acetals and aminals were observed in the reaction mixture by means of H-1 NMR spectroscopy. In individual trials, these compounds could be successfully hydrogenated under the conditions applied for reductive amination (50 bar H-2 pressure, MeOH). Some evidence is accumulated that half-aminals and N,O-acetals might be key intermediates of the reductive amination. Moreover, it was found that the formation of the undesired product alcohol is likely based on the reduction of the starting carbonyl compound. However, due to numerous equilibria consisting of several intermediates, general conclusions are hard to be drawn. Proof will be given that, in several cases, the efficiency of the reductive amination of aliphatic aldehydes can be significantly improved by prehydrogenation of the cationic [Rh(dppb)(COD)](+) complex.
• Dornow; Thies, Justus Liebigs Annalen der Chemie, 1953, vol. 581, p. 219,224
  作者：Dornow、Thies

  DOI：——

  日期：——