哌啶-1-基-(3,4,5-三甲氧基苯基)甲酮 | 3704-26-5

• 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: 哌啶-1-基-(3,4,5-三甲氧基苯基)甲酮
• 英文名称: piperidin-1-yl(3,4,5-trimethoxyphenyl)methanone
• 英文别名: Piperidine, 1-(3,4,5-trimethoxybenzoyl)-；piperidin-1-yl-(3,4,5-trimethoxyphenyl)methanone
• CAS: 3704-26-5
• 化学式: C₁₅H₂₁NO₄
• mdl: MFCD00591337
• 分子量: 279.336
• InChiKey: MDFLEQBDVHQKNX-UHFFFAOYSA-N

物化性质

• 熔点：
  132 °C(Solv: methanol (67-56-1))
• 沸点：
  444.4±45.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  哌啶-1-基-(3,4,5-三甲氧基苯基)甲酮 以19%的产率得到
  参考文献：
  名称：

  Magnus Philip, Hulme Christopher, Weber Wolfgang, J. Amer. Chem. Soc., 116 (1994) N 10, S 4501-4502

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4,5-三甲氧基苯胺 在 盐酸 、 甲烷磺酸 、 三(邻甲基苯基)磷 、 palladium dichloride 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 70.0 ℃ 、2.0 MPa 条件下， 反应 18.67h， 生成 哌啶-1-基-(3,4,5-三甲氧基苯基)甲酮
  参考文献：
  名称：

  N₂ Extrusion and CO Insertion: A Novel Palladium-Catalyzed Carbonylative Transformation of Aryltriazenes

  摘要：

  A novel procedure for the replacement of N-2 with CO of aryltriazenes has been developed. Aryltriazenes were converted to the corresponding arylamides catalyzed by 1 mol % of PdCl2/P(o-Tol)(3) under CO pressure. In this process, aryldiazonium salts were generated in the presence of 40 mol % of MeSO3H. Nitrogen was released from the substrates and CO formally inserted. Aryl bromides, iodides, alkynes, and free hydroxyl groups can be tolerated in this transformation.

  DOI：

  10.1021/acs.orglett.5b00603

文献信息

• Direct Synthesis of Enamides via Electrophilic Activation of Amides
  作者：Philipp Spieß、Martin Berger、Daniel Kaiser、Nuno Maulide

  DOI：10.1021/jacs.1c04363

  日期：2021.7.21

  A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scope. The synthetic utility of the formed enamides was readily demonstrated in a range of downstream transformations.

  报道了一种新型的酰胺一步 N-脱氢生成烯酰胺的方法。该反应采用了LiHMDS和三氟甲磺酸酐的不太可能的组合，三氟甲磺酸酐既充当亲电子活化剂又充当氧化剂，其特点是装置简单和底物范围广泛。所形成的烯酰胺的合成效用很容易在一系列下游转化中得到证明。
• Magnus, Philip; Hulme, Christopher; Weber, Wolfgang, Journal of the American Chemical Society, 1994, vol. 116, # 10, p. 4501 - 4502
  作者：Magnus, Philip、Hulme, Christopher、Weber, Wolfgang

  DOI：——

  日期：——
• In situ protection and deprotection of amines for iron catalyzed oxidative amidation of aldehydes
  作者：Thulasiram Bathini、Vikas S. Rawat、Sreedhar Bojja

  DOI：10.1016/j.tetlet.2015.08.066

  日期：2015.10

  An environmentally friendly synthetic route by the application of CO2 to synthesize amides via in situ protection and deprotection of amines for iron catalyzed oxidative amidation of aldehydes was developed. Various secondary and tertiary amides have been synthesized in moderate to good yields under mild and neutral reaction conditions. The use of amine hydrochloride salts and hence base for neutralization step is totally avoided in this protocol. (C) 2015 Elsevier Ltd. All rights reserved.
• Kar, Pharmazie, 1983, vol. 38, # 5, p. 313 - 315
  作者：Kar

  DOI：——

  日期：——
• KAR, A., PHARMAZIE, 1983, 38, N 5, 313-315
  作者：KAR, A.

  DOI：——

  日期：——